OFF MARKET

Off market feb 2024 for $400K

$416,674

Est. refi paymentEst. refi $2,751/mo

•

1,722

sq ft

400 Circle Rd, Millsboro, DE 19966

About this home

Exceptional opportunity awaits to own a beautiful home on just under one acre in the waterfront community of Winding Creek Village, adjacent to Guinea Creek on Rehoboth Bay. This prime location features a community dock and boat launch for easy access to local waterways and is within minutes to public golf courses, area beaches, shopping & dining! The cape cod style home features one level living with 3 bedrooms, 2 baths and a massive two car garage with steps to an upper level unfinished bonus room for future opportunities or storage. The well designed floor plan allows for an open concept with the owner's suite separate from the guest bedrooms. Enjoy time with family and friends in the wonderful family room featuring impressive vaulted ceilings, gas fireplace, custom built-in cabinets and an Andersen sliding glass door to the rear deck. There is also tons of natural light while open to the kitchen with counter seating and dining room with skylights. The secondary bedrooms have newer vinyl plank flooring and share a common hall bathroom. Relax after a long day in the freshly painted owners suite with an oversized full bath featuring dual vanities, soaker tub, separate shower and access to the walk-in closet. Outside you will find a spacious backyard, large driveway to accommodate many cars or your boat and an inviting front porch to end the day as you relax and watch the sunset towards the west! Additional highlights include: Low HOA fees, new heater (approx. 2 years ago), irrigation system, hardwood & tile flooring, and Hydroclean water softener. Public sewer is currently being installed throughout the community. Don't miss out on this rare opportunity in a water oriented community.

Single-familyProperty Type

1997Year Built

0.93 acresLot Size

$242Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Tom Desper • Compass

•302-202-9855 (broker)

•ashley.hess@compass.com (broker)

Listed by Stephen Mottola • Compass

•302-202-9855 (broker)

•ashley.hess@compass.com (broker)

Bought with Lee Ann Wilkinson • Berkshire Hathaway HomeServices PenFed Realty

•302-645-6661 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #DESU2050554

Redfin Estimate

$416,674

$17K since sold in February 2024$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.9% higher than the average sale price ($356K) 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 8, 2026
$313,000
B
3 beds2 baths1,890 sq ft
32589 Long Iron Way #3216, Millsboro, DE 19966
SOLD SEP 28, 2026
$165,000
C
3 beds2 baths1,920 sq ft
33288 Arrowood Cv #2726, Long Neck, DE 19966
SOLD SEP 4, 2026
$315,000
D
3 beds2 baths1,824 sq ft
32570 Long Spoon Way, Millsboro, DE 19966
SOLD FEB 26, 2026
$425,900
E
3 beds2 baths1,833 sq ft
3 Huckleberry Ln, Harbeson, DE 19951
SOLD NOV 21, 2025
$395,000
F
3 beds2 baths1,590 sq ft
175 Teal Dr, Millsboro, DE 19966

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Earn from this home

Sell

$86,672

Est. take-home

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Refinance

Est. cash available

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Rent

$3,037/mo

Redfin rental estimate

List your home for rent

Market trends in 19966, DE

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

97.9%

0.4% MoM

Median sale price

$330K

$15K MoM

Avg. days on market

90d

13 days MoM

Recently sold homes

305

10 MoM

New listings for sale

COMING SOON
35 Tecumseh Pass, Millsboro, DE 19966
$365,000
3 beds2 baths1,736 sq ft
35 Tecumseh Pass, Millsboro, DE 19966
NEW 17 HRS AGO
$310,000
3 beds2.5 baths1,900 sq ft
29635 Cobblestone Way, Millsboro, DE 19966
(302) 934-3970
COMING SOON
$349,900
3 beds2 baths1,648 sq ft
28701 Pine Lodge Ln, Millsboro, DE 19966
(302) 645-2881
$325,995
3 beds2 baths1,196 sq ft
53 Spencer Ct, Millsboro, DE 19966
(302) 360-0300
$695,000
3 beds2 baths2,200 sq ft
33457 Marina Bay Cir #4, Millsboro, DE 19966
(302) 227-4414
$280,000
3 beds2 baths1,904 sq ft
33334 Lakeshore Cir, Millsboro, DE 19966
(302) 539-9040
EARLY ACCESS
$494,900
5 beds3 baths2,400 sq ft
22240 Reeve Rd, Millsboro, DE 19966
EARLY ACCESS
$999,999
4 beds4 baths4,453 sq ft
31106 Surfbird Way, Millsboro, DE 19966
$199,900
3 beds2 baths1,530 sq ft
26319 Creekwood Cir Lot 2616, Millsboro, DE 19966
(610) 431-1100
$325,000
3 beds3 baths2,228 sq ft
20588 Charlotte Blvd S, Millsboro, DE 19966
(302) 360-0300
See all

Provided by Redfin

Sale history for 400 Circle Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,005 (−0.4%)

$67,350 + $168,800

$236,150

2025

$1,009 (−0.4%)

$67,350 + $168,800

$236,150

2024

$1,013 (+58.3%)

$67,350 + $168,800

$236,150

2023

$640 (+3.6%)

$4,000 + $20,500

$24,500

2022

$617 (+3.4%)

$4,000 + $20,500

$24,500

2021

$597 (+4.5%)

$4,000 + $20,500

$24,500

2020

$571 (+0.3%)

$4,000 + $20,500

$24,500

2019

$570 (+1.2%)

$4,000 + $20,500

$24,500

2018

$563 (−0.7%)

$4,000 + $20,500

$24,500

2017

$567 (+9.2%)

$4,000 + $20,500

$24,500

2016

$519 (+0.4%)

$4,000 + $20,500

$24,500

2014

$517

$4,000 + $20,500

$24,500

Tax history for 400 Circle Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,005 (−0.4%)

$67,350 + $168,800

$236,150

2025

$1,009 (−0.4%)

$67,350 + $168,800

$236,150

2024

$1,013 (+58.3%)

$67,350 + $168,800

$236,150

2023

$640 (+3.6%)

$4,000 + $20,500

$24,500

2022

$617 (+3.4%)

$4,000 + $20,500

$24,500

2021

$597 (+4.5%)

$4,000 + $20,500

$24,500

2020

$571 (+0.3%)

$4,000 + $20,500

$24,500

2019

$570 (+1.2%)

$4,000 + $20,500

$24,500

2018

$563 (−0.7%)

$4,000 + $20,500

$24,500

2017

$567 (+9.2%)

$4,000 + $20,500

$24,500

2016

$519 (+0.4%)

$4,000 + $20,500

$24,500

2014

$517

$4,000 + $20,500

$24,500

*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

100 ft.

Lot depth

242 ft.

Lot size

0.94 Acres

Year renovated

—

Sq. Ft.

1,722

Year built

1997

Style

Single Family Residential

County

Sussex County

APN

234-24.00-252.00

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 - Front Entry, Garage Door Opener, Oversized, Inside Access
# of Total Garage and Parking Spaces: 8
Has Garage
# of Garage Spaces: 2
Driveway - # of Spaces: 6
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, Dishwasher, Disposal, Dryer - Gas, Oven/Range - Gas, Refrigerator
Door Features: Six Panel
Flooring Type: Solid Hardwood, Ceramic Tile, Luxury Vinyl Plank
Interior Features: CeilngFan(s), Dining Area, Floor Plan - Open, Kitchen - Eat-In, Recessed Lighting, Walk-in Closet(s)
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Vaulted Ceilings

Room Information
Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Laundry, Bonus Room
Laundry Type: Main Floor

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

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $20,500
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Frame, Vinyl Siding
Foundation Details: Block, Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s), Porch(es)
Roof: Architectural Shingle
Structure Type: Detached

Lot Information
Lot Size Dimensions: 100.00 x 242.00
Lot Dimensions Source: Assessor
Tidal Water: No

Land Information
Land Assessed Value: $4,000

Above Grade Information
Finished Sq.Ft.: 1,722
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
County Tax: $110
School Tax: $903
School Tax Payment Frequency: Annually
Tax Assessed Value: $24,500
Tax Year: 2023
Tax Annual Amount: $1,012

Assessments Information
Year Assessed: 2023

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Circuit Breakers, 200+ Amp Service
Forced Air
Heating Fuel: Propane - Owned
Hot Water: Propane
Sewer Septic: Septic Exists
Water Source: Well

Location

Homeowners Association Information
HOA/Condo/Coop Fee Includes: Snow Removal, Common Area Maintenance, Pier/Dock Maintenance
HOA/Condo/Coop Amenities: Pier/Dock, Boat Ramp
HOA Fee: $450
HOA Fee Frequency: Annually

School Information
Elementary School: LONG NECK
Middle Or Junior School: MILLSBORO
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: Route 24 to Banks Rd. to Pond Rd. Pond Rd becomes Circle Rd. Home is on the left.

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 1,722
Stories: 1.0
Lot Size: 0.94 acres
Style: Single Family Residential
Year Built: 1997
Year Renovated: —
County: Sussex County
APN: 234-24.00-252.00

Home facts updated by county records on Aug 24, 2026

Around this home

Schools

Long Neck Elementary School

Public K-5 • Assigned • 1.4mi

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

3/10 Flood Factor

Estimated 10-14% 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, 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

$396,000 – $480,000

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Home values near 400 Circle Rd

Data from public records.

Address	Redfin Estimate
402 Circle Road, Millsboro, DE 3 Beds \| 3 Baths \| 1482 Sq. Ft.	$367,984
406 Circle Road, Millsboro, DE 5 Beds \| 3.5 Baths \| 3447 Sq. Ft.	$710,251

Address	Redfin Estimate
401 Circle Road, Millsboro, DE 4 Beds \| 2.5 Baths \| 4200 Sq. Ft.	$681,029
408 Circle Road, Millsboro, DE 3 Beds \| 4 Baths \| 2087 Sq. Ft.	$481,812

Address	Redfin Estimate
403 Circle Road, Millsboro, DE 4 Beds \| 3 Baths \| 3000 Sq. Ft.	$514,879
404 Circle Road, Millsboro, DE 3 Beds \| 2 Baths \| 1961 Sq. Ft.	$436,341

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 400 Circle Rd

Tax history for 400 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 400 Circle Rd

More real estate resources