OFF MARKET

Off Market Jun 2023 for $650K

$692,859

Est. refi paymentEst. refi $4,381/mo

•

4,200

sq ft

401 Circle Rd, Millsboro, DE 19966

About this home

If you are seeking a community with convenience, oversized lots, mature landscaping, character, privacy and water access, look no further! Winding Creek Village is a hidden gem offering close-proximity to several restaurants, shopping, and golf by land, and Guinea Creek, the Rehoboth Bay and Indian River Bay via the community boat ramp! Situated on a . 63 acre, corner parcel, 401 Circle Road leaves little to the imagination. This 4BR, 2.5BA custom farmhouse-style home was designed with large gatherings and entertainment in mind! Featuring a formal dining room for elegant gatherings, a gaming room complete with a pool table, space for a shuffleboard table and a bar to keep guests engaged, an oversized, yet, cozy family room with a gas burning fireplace for relaxation, eat-in kitchen with a spacious island ideal for prep work, a sunroom overlooking the private yard and an indoor/outdoor deck with a clever retractable screening system! During the summer months, relax on the huge wrap around front porch or enjoy the outdoors in your private fenced rear yard, thoughtfully landscaped and where an in-ground swimming pool takes the center stage! Boasting plenty of room for barbecues, horseshoes, bocce ball or more! Additionally, this beautiful home features storage and potential like no other. With 2 walk up storage areas, this floorplan has the ability to grow and expand with the needs of one’s family! These flex spaces are ideal for a home office, fitness room, hobby room or storage. The options are endless! 401 Circle Road is where open air country living meets coastal living. Get the best of both worlds!

Single-familyProperty Type

2008Year Built

0.63 acresLot Size

$165Est. Price/Sq.Ft.

2 garage spacesParking

Listed by BRYCE LINGO • Jack Lingo - Rehoboth

•302-227-3883 (broker)

Listed by JESSICA BRADLEY • Jack Lingo - Rehoboth

•302-227-3883 (broker)

Bought with Mr. Bjorkland William • Coldwell Banker Realty

•302-539-1777 (broker)

Redfin checked: a few seconds ago

•Source:BRIGHT MLS #DESU2038790

Redfin Estimate

$692,859

$43K since sold in June 2023$44K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 29.3% higher than the average sale price ($536K) of 6 comparable homes.

SOLD AUG 14, 2026
$605,000
A
4 beds2 baths2,600 sq ft
108 Teal Dr, Millsboro, DE 19966
SOLD MAY 15, 2026
$625,000
B
4 beds2.5 baths2,700 sq ft
207 Wood Duck Dr, Millsboro, DE 19966
SOLD MAR 20, 2026
$465,000
C
4 beds2.5 baths2,806 sq ft
26347 Timbercreek Ln, Millsboro, DE 19966
SOLD APR 16, 2026
$420,000
D
4 beds2 baths3,016 sq ft
26395 Timbercreek Ln, Millsboro, DE 19966
SOLD JUN 8, 2026
$460,000
E
4 beds3 baths3,000 sq ft
24602 Topline #4305, Millsboro, DE 19966
SOLD JUL 30, 2026
$639,000
F
3 beds2.5 baths2,442 sq ft
94 Creek Dr, Millsboro, DE 19966

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Earn from this home

Sell

$163,004

Est. take-home

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Refinance

Est. cash available

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Rent

$3,640/mo

Redfin rental estimate

List your home for rent

Market trends in 19966, DE

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

98.1%

0.5% MoM

Median sale price

$341K

$4K MoM

Avg. days on market

77d

7 days MoM

Recently sold homes

293

22 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$549,000
4 beds4.5 baths3,171 sq ft
30144 George Washington Ave, Millsboro, DE 19966
(302) 645-2207
NEW 13 HRS AGO
$190,000
3 beds2 baths1,464 sq ft
35628 Knoll Way, Millsboro, DE 19966
(302) 703-1144
NEW 17 HRS AGO
$1,875,000
6 beds5.5 baths5,811 sq ft
33442 Marina Bay Cir, Millsboro, DE 19966
(302) 947-9100
3D WALKTHROUGH
$229,000
4 beds1 bath1,435 sq ft
26352 Miller St, Millsboro, DE 19966
(410) 524-0919
$234,900
2 beds2 baths714 sq ft
5103 Caitlins Way #5103, Millsboro, DE 19966
(855) 849-4663
COMING SOON
$189,000
3 beds2 baths938 sq ft
Millsboro, DE 19966
(302) 273-4998
$578,999
4 beds4 baths4,062 sq ft
33014 Daytona Ln, Millsboro, DE 19966
(302) 227-2541
$134,000
2 beds2 baths1,600 sq ft
34409 Laurel Way S, Millsboro, DE 19966
(302) 703-6659
$389,000
3 beds2 baths1,106 sq ft
27270 18th Blvd #13202, Millsboro, DE 19966
(302) 645-6661
$225,000
3 beds2 baths1,152 sq ft
24 White Pine Dr, Millsboro, DE 19966
(302) 734-4414
See all

Provided by Redfin

Sale history for 401 Circle Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,341 (−0.4%)

$60,850 + $248,700

$309,550

2025

$1,346 (−38.5%)

$60,850 + $248,700

$309,550

2024

$2,191 (+0.1%)

$60,850 + $248,700

$309,550

2023

$2,188 (+32.4%)

$4,000 + $48,400

$52,400

2022

$1,653 (−17.1%)

$4,000 + $48,400

$52,400

2020

$1,995 (+0.4%)

$4,000 + $48,400

$52,400

2019

$1,986 (−1.0%)

$4,000 + $48,400

$52,400

2018

$2,005 (−0.8%)

$4,000 + $48,400

$52,400

2017

$2,022 (+13.3%)

$4,000 + $48,400

$52,400

2016

$1,784 (−1.5%)

$4,000 + $48,400

$52,400

2014

$1,811

$4,000 + $48,400

$52,400

Tax history for 401 Circle Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,341 (−0.4%)

$60,850 + $248,700

$309,550

2025

$1,346 (−38.5%)

$60,850 + $248,700

$309,550

2024

$2,191 (+0.1%)

$60,850 + $248,700

$309,550

2023

$2,188 (+32.4%)

$4,000 + $48,400

$52,400

2022

$1,653 (−17.1%)

$4,000 + $48,400

$52,400

2020

$1,995 (+0.4%)

$4,000 + $48,400

$52,400

2019

$1,986 (−1.0%)

$4,000 + $48,400

$52,400

2018

$2,005 (−0.8%)

$4,000 + $48,400

$52,400

2017

$2,022 (+13.3%)

$4,000 + $48,400

$52,400

2016

$1,784 (−1.5%)

$4,000 + $48,400

$52,400

2014

$1,811

$4,000 + $48,400

$52,400

*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

61 ft.

Lot depth

175 ft.

Lot size

0.64 Acres

Year renovated

—

Sq. Ft.

2,080

Year built

2008

Style

Single Family Residential

County

Sussex County

APN

234-24.00-245.00

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, Oversized
# 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 1st Upper Level: 4

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

Interior Information
Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Microwave, Oven - Self Cleaning, Oven/Range - Electric, Range Hood, Refrigerator, Washer, Water Conditioner - Owned, Water Heater
Door Features: Six Panel
Flooring Type: Carpet, Hardwood, Ceramic Tile
Not Furnished
Interior Features: CeilngFan(s), Chair Railings, Dining Area, Kitchen - Eat-In, Pantry, Master Bath(s), Soaking Tub, Water Treat System, Walk-in Closet(s), Wood Floors
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall

Room Information
Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Game Room, Family Room, Sun/Florida Room, Office, Bathroom 1, Bathroom 2, Master Bathroom, Screened Porch
Laundry Type: Main Floor

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

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
# of Floors In Unit: 2
Horse: No
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Frame, Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s), Porch(es)
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Double Hung, Screens
Other Structures: Shed, Gazebo
Building Not Winterized

Exterior Information
Awning(s), Outbuilding(s)
Fencing: Rear

Pool Information
Personal Pool
In Ground

Lot Information
Lot Features: Corner, Partly Wooded, Private
Lot Size Dimensions: 61.00 x 175.00
Lot Dimensions Source: Assessor
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 4,200
Finished Sq.Ft. Source: Estimated

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

Financial

Tax Information
Agricultural Tax Due: No
County Tax: $233
School Tax: $1,896
School Tax Payment Frequency: Annually
Tax Year: 2022
Tax Annual Amount: $2,129

Assessments Information
Year Assessed: 2022

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
200+ Amp Service
90% Forced Air
Heating Fuel: Propane - Leased
Hot Water: Electric
Sewer Septic: Gravity Sept Fld
Under Ground, Propane, Cable TV
Water Source: Well
Municipal Trash: No

Location

Homeowners Association Information
HOA/Condo/Coop Fee Includes: Common Area Maintenance
HOA/Condo/Coop Amenities: Common Grounds, Water/Lake Privileges
HOA Fee: $450
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: From Route 24 in Millsboro, turn at Banks Rd, follow to entrance to Winding Creek Village. Stay on this road to 401 Circle Rd on right. Sign in yard.
Entry Floor Number: 1
Location Type: Corner Lot/Unit
Road Responsibility: Private
Road Surface Type: Black Top

Waterfrontage Information
Water Oriented
Water Body Type: Creek
Water Body Name: Guinea Creek

Public facts

Beds: 3
Baths: 4.0
Sq. Ft.: 2,080
Stories: 2.0
Lot Size: 0.64 acres
Style: Single Family Residential
Year Built: 2008
Year Renovated: —
County: Sussex County
APN: 234-24.00-245.00

Home facts updated by county records on Aug 24, 2026

Around this home

Schools

Long Neck Elementary School

Public K-5 • Assigned • 1.3mi

5/10

Millsboro Middle School

Public 6-8 • Assigned • 7.5mi

4/10

Sussex Central High School

Public 9-12 • Assigned • 8.7mi

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 5.4 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

$659,000 – $797,000

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New listings for sale in 19966

OPEN SAT, 1PM TO 3PM3D WALKTHROUGH

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NEW 17 HRS AGO

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COMING SOON

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$578,999

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33014 Daytona Ln, Millsboro, DE 19966

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$134,000

2 beds2 baths1,600 sq ft

34409 Laurel Way S, Millsboro, DE 19966

(302) 703-6659

$389,000

3 beds2 baths1,106 sq ft

27270 18th Blvd #13202, Millsboro, DE 19966

(302) 645-6661

Home values near 401 Circle Rd

Data from public records.

Address	Redfin Estimate
419 Circle Road, Millsboro, DE 4 Beds \| 2.5 Baths \| 2000 Sq. Ft.	$482,495
402 Circle Road, Millsboro, DE 3 Beds \| 3 Baths \| 1482 Sq. Ft.	$382,776

Address	Redfin Estimate
400 Circle Road, Millsboro, DE 3 Beds \| 2 Baths \| 1722 Sq. Ft.	$422,203
403 Circle Road, Millsboro, DE 4 Beds \| 3 Baths \| 3100 Sq. Ft.	$534,240

Address	Redfin Estimate
413 Circle Road, Millsboro, DE 3 Beds \| 3 Baths \| 2000 Sq. Ft.	$409,287
406 Circle Road, Millsboro, DE 5 Beds \| 3.5 Baths \| 3447 Sq. Ft.	$658,035

Property information provided by BRIGHT MLS when last listed in 2023. 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 401 Circle Rd

Tax history for 401 Circle 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 401 Circle Rd

More real estate resources