OFF MARKET

Off market apr 2025 for $615K

$576,526

Est. refi paymentEst. refi $1,721/mo

•

3,150

sq ft

281 Pond Rd, Millsboro, DE 19966

About this home

Located in the highly sought-after waterfront community of Winding Creek Village, this spacious four-bedroom, three-bath home sits on a beautifully landscaped . 57-acre lot. A charming brick walkway leads to the entrance, while the private backyard features a patio perfect for relaxing or entertaining. The master suite is conveniently located on the first floor, while the second floor offers three additional bedrooms and a full bath. A large two-car garage with brand-new doors, a generous mudroom, and plenty of storage throughout. The home boasts tile and hardwood floors, with cozy carpeting in the bedrooms, as well as large closets and an expansive master bath. A bright and airy four-season room overlooks the backyard, adding to the home's appeal. Plus, with a community boat ramp just around the corner, this is the perfect home for waterfront living! Area beaches only 10 miles away.

Single-familyProperty Type

1999Year Built

0.57 acresLot Size

$183Est. Price/Sq.Ft.

2 car garageParking

Listed by STACI WALLS • NextHome Tomorrow Realty

•302-601-4171 (broker)

Bought with STACI WALLS • NextHome Tomorrow Realty

•302-601-4171 (broker)

Redfin checked: a few seconds ago

•Source:BRIGHT MLS #DESU2078618

Redfin Estimate

$576,526

$38K since sold in April 2025$20K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.7% lower than the average sale price ($587K) of 6 comparable homes.

SOLD SEP 1, 2026
$535,000
A
4 beds2.5 baths2,590 sq ft
33810 N Heron Dr, Lewes, DE 19958
SOLD JUN 12, 2026
$525,000
B
3 beds2 baths2,016 sq ft
458 Woodside Rd, Millsboro, DE 19966
SOLD JUL 30, 2026
$639,000
C
3 beds2.5 baths2,442 sq ft
94 Creek Dr, Millsboro, DE 19966
SOLD NOV 24, 2025
$765,500
D
4 beds2.5 baths3,300 sq ft
34120 N Heron Dr, Lewes, DE 19958
SOLD SEP 14, 2026
$550,000
E
4 beds2.5 baths2,600 sq ft
23547 Elmwood Ave W, Lewes, DE 19958
SOLD FEB 13, 2026
$505,000
F
3 beds2.5 baths2,142 sq ft
285 Pond Rd, Millsboro, DE 19966

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Earn from this home

Sell

$62,349

Est. take-home

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Refinance

Est. cash available

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Rent

$3,053/mo

Redfin rental estimate

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Market trends in 19966, DE

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

98.2%

0.4% MoM

Median sale price

$345K

$0 MoM

Avg. days on market

77d

7 days MoM

Recently sold homes

295

22 MoM

New listings for sale

OPEN OCT 18, 11AM TO 2PM
$269,000
3 beds2 baths1,310 sq ft
31079 Crepe Myrtle Dr Unit 135, Millsboro, DE 19966
(302) 378-8700
OPEN SAT, 12:30PM TO 2:30PM
$549,000
4 beds3.5 baths2,655 sq ft
34557 Sweet Spot Way, Millsboro, DE 19966
(302) 539-2900
NEW 10 HRS AGO
$749,000
4 beds3.5 baths3,243 sq ft
22163 Dune Cir #41, Millsboro, DE 19966
(302) 947-9100
COMING SOON
33334 Lakeshore Cir, Millsboro, DE 19966
$280,000
3 beds2 baths1,904 sq ft
33334 Lakeshore Cir, Millsboro, DE 19966
(302) 539-9040
NEW 13 HRS AGO
$289,900
3 beds2.5 baths2,074 sq ft
117 Sandridge Ct, Millsboro, DE 19966
(302) 733-7000
COMING SOON
$456,000
4 beds3 baths4,762 sq ft
25178 Lumberton Dr, Millsboro, DE 19966
(302) 360-0300
$335,000
2 beds1 bath1,113 sq ft
38293 Millsboro Hwy, Millsboro, DE 19966
(302) 703-1144
OPEN OCT 17, 11AM TO 2PM
$860,000
5 beds3.5 baths2,921 sq ft
27052 Firefly Blvd, Millsboro, DE 19966
(302) 227-6767
3D WALKTHROUGH
$499,000
5 beds3.5 baths2,716 sq ft
24156 Hammerhead Dr, Millsboro, DE 19966
(302) 856-1458
OPEN SAT, 11AM TO 2PM
$590,000
3 beds2 baths2,084 sq ft
440 Grey Gull Ln, Millsboro, DE 19966
(302) 645-2881
See all

Provided by Redfin

Sale history for 281 Pond Rd

Date

Event

Price

BRIGHT MLS #DESU2078618

Apr 11, 2025

Sold

$615,000

$195/sq ft

Apr 1, 2025

Pending

—

Mar 16, 2025

Contingent

—

Feb 10, 2025

Listed

$625,000

$198/sq ft

BRIGHT MLS #1001335920

Jun 1, 2012

Sold

$250,000

$79/sq ft

Mar 23, 2012

Listing Removed

—

Oct 27, 2011

Listed

$275,000

$87/sq ft

BRIGHT MLS #1001123312

Oct 27, 2011

Listing Removed

—

Jun 6, 2011

Listed

$310,000

$98/sq ft

BRIGHT MLS #1001052214

May 25, 2011

Listing Removed

—

Dec 30, 2010

Listed

$310,000

$98/sq ft

BRIGHT MLS #1001046158

May 1, 2010

Listing Removed

—

May 1, 2008

Listed

$365,000

$116/sq ft

BRIGHT MLS #1001709210

May 1, 2009

Listing Removed

—

Apr 19, 2008

Listed

$389,000

$123/sq ft

BRIGHT MLS #1000916162

May 26, 2005

Sold

$404,000

$128/sq ft

Apr 30, 2005

Listing Removed

—

Nov 14, 2004

Listed

$409,000

$130/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$1,137 (−0.4%)

$58,450 + $202,950

$261,400

2025

$1,141 (+29.9%)

$58,450 + $202,950

$261,400

2024

$878 (+0.2%)

$58,450 + $202,950

$261,400

2023

$877 (+2.6%)

$4,050 + $28,700

$32,750

2022

$855 (−0.1%)

$4,050 + $28,700

$32,750

2020

$856 (+0.6%)

$4,050 + $28,700

$32,750

2019

$850 (−1.4%)

$4,050 + $28,700

$32,750

2018

$862 (−1.2%)

$4,050 + $28,700

$32,750

2017

$873 (+26.5%)

$4,050 + $28,700

$32,750

2016

$690 (+0.3%)

$4,050 + $28,700

$32,750

2014

$688

$4,050 + $28,700

$32,750

Tax history for 281 Pond Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,137 (−0.4%)

$58,450 + $202,950

$261,400

2025

$1,141 (+29.9%)

$58,450 + $202,950

$261,400

2024

$878 (+0.2%)

$58,450 + $202,950

$261,400

2023

$877 (+2.6%)

$4,050 + $28,700

$32,750

2022

$855 (−0.1%)

$4,050 + $28,700

$32,750

2020

$856 (+0.6%)

$4,050 + $28,700

$32,750

2019

$850 (−1.4%)

$4,050 + $28,700

$32,750

2018

$862 (−1.2%)

$4,050 + $28,700

$32,750

2017

$873 (+26.5%)

$4,050 + $28,700

$32,750

2016

$690 (+0.3%)

$4,050 + $28,700

$32,750

2014

$688

$4,050 + $28,700

$32,750

*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.

1,536

Year built

1999

Style

Single Family Residential

County

Sussex County

APN

234-24.00-160.00

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
Garage Sq. Ft.: 790
# of Attached Garage Spaces: 2
Garage Features: Garage - Side Entry, Garage Door Opener
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Attached Garage, Driveway

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On 1st Upper Level: 3
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Dishwasher, Dryer, Energy Efficient Appliances, Oven - Self Cleaning, Stainless Steel Appliances, Washer
Flooring Type: Hardwood, Tile/Brick, Carpet
Interior Features: Attic, Bathroom - Walk-In Shower, Carpet, CeilngFan(s), Combination Kitchen/Dining, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Eat-In, Pantry, Sprinkler System, Walk-in Closet(s), Window Treatments, Wood Floors
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Cathedral Ceilings, Dry Wall

Room Information
Laundry Type: Main Floor, Has Laundry

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Mantel(s), Gas/Propane

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Accessibility Features: 2+ Access Exits
Horse: No
Ownership Interest: Fee Simple
Year Built Source: Assessor
Year Major Reno/Remodel: 2015

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Frame, Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Patio(s)
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Roof: Architectural Shingle
Structure Type: Detached
Other Structures: Shed

Exterior Information
Extensive Hardscape, Exterior Lighting, Outbuilding(s), Underground Lawn Sprinkler
Fencing: Partially

Property Green Features
Energy Efficient: HVAC

Lot Information
Lot Features: Cul-de-sac
Lot Size Dimensions: 125.00 x 200.00
Lot Dimensions Source: Assessor
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 3,150
Finished Sq.Ft. Source: Estimated

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

Financial

Tax Information
County Tax: $130
School Tax: $1,208
Tax Year: 2024
Tax Annual Amount: $1,354

Assessments Information
Year Assessed: 2024

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Forced Air, Heat Pump - Electric BackUp
Heating Fuel: Propane - Owned
Hot Water: Electric
Sewer Septic: Public Sewer
Cable TV Available, Sewer Available
Water Source: Public

Location

Homeowners Association Information
HOA Fee: $450
HOA Fee Frequency: Annually

School Information
Elementary School: LONG NECK
Middle Or Junior School: SUSSEX CENTRAL
High School: SUSSEX CENTRAL
School District Name: INDIAN RIVER
Elementary School Source: Listing Agent
Middle School Source: Listing Agent
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Sussex DE Quadrants: Between Rt 1 & 113
Directions: West on 24 -right on Banks Rd Winding Creek down on the left- straight on pond Rd- house down on the left
Transportation: Bus Stop less than 1 mile

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 1,536
Stories: 2.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1999
Year Renovated: —
County: Sussex County
APN: 234-24.00-160.00

Home facts updated by county records on Aug 24, 2026

Around this home

Schools

Long Neck Elementary School

Public K-5 • Assigned • 1.9mi

5/10

Millsboro Middle School

Public 6-8 • Assigned • 8.0mi

4/10

Sussex Central High School

Public 9-12 • Assigned • 9.0mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

8/10 Flood Factor

Estimated 80%+ chance 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, 17 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 5.4 hours in December, which is comparable to the U.S. average for solar exposure.

9.2 hrs

5.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$548,000 – $664,000

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New listings for sale in 19966

OPEN OCT 18, 11AM TO 2PM

$269,000

3 beds2 baths1,310 sq ft

31079 Crepe Myrtle Dr Unit 135, Millsboro, DE 19966

(302) 378-8700

OPEN SAT, 12:30PM TO 2:30PM

$549,000

4 beds3.5 baths2,655 sq ft

34557 Sweet Spot Way, Millsboro, DE 19966

(302) 539-2900

NEW 10 HRS AGO

$749,000

4 beds3.5 baths3,243 sq ft

22163 Dune Cir #41, Millsboro, DE 19966

(302) 947-9100

COMING SOON

$280,000

3 beds2 baths1,904 sq ft

33334 Lakeshore Cir, Millsboro, DE 19966

(302) 539-9040

NEW 13 HRS AGO

$289,900

3 beds2.5 baths2,074 sq ft

117 Sandridge Ct, Millsboro, DE 19966

(302) 733-7000

COMING SOON

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4 beds3 baths4,762 sq ft

25178 Lumberton Dr, Millsboro, DE 19966

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38293 Millsboro Hwy, Millsboro, DE 19966

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OPEN OCT 17, 11AM TO 2PM

$860,000

5 beds3.5 baths2,921 sq ft

27052 Firefly Blvd, Millsboro, DE 19966

(302) 227-6767

3D WALKTHROUGH

$499,000

5 beds3.5 baths2,716 sq ft

24156 Hammerhead Dr, Millsboro, DE 19966

(302) 856-1458

Home values near 281 Pond Rd

Data from public records.

Address	Redfin Estimate
279 Pond Road, Millsboro, DE - Beds \| 3 Baths \| 2518 Sq. Ft.	$520,584
283 Pond Road, Millsboro, DE 3 Beds \| 3 Baths \| 2742 Sq. Ft.	$514,321

Address	Redfin Estimate
290 Pond Road, Millsboro, DE 4 Beds \| 2.5 Baths \| - Sq. Ft.	$442,486
292 Pond Road, Millsboro, DE 4 Beds \| 3 Baths \| 3020 Sq. Ft.	$604,151

Address	Redfin Estimate
285 Pond Road, Millsboro, DE 3 Beds \| 2.5 Baths \| 2142 Sq. Ft.	$511,491
287 Pond Road, Millsboro, DE 3 Beds \| 2.5 Baths \| 2177 Sq. Ft.	$479,270

Property information provided by BRIGHT MLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 19966, DE

Sale history for 281 Pond Rd

Tax history for 281 Pond 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 281 Pond Rd

More real estate resources