OFF MARKET

Off Market Aug 2022 for $580K

$428,458

•

1,992

sq ft

18588 Cool Spring Rd, Milton, DE 19968

About this home

This multi-unit property is located in the desirable Cool Spring area - just minutes to the beach and resort areas but nestled among farms and rural estates. There is easy access to the walking/bike trail to Lewes and Rehoboth Beach. The recently renovated rancher comes complete with a Carriage House featuring a full kitchen, bathroom, living quarters, workshop, and multi-functional space. The main home also features two seperate gathering spaces as well as a deck that opens to a beautifully landscaped rear yard. All together, this property features over 3,500 sq ft in living space with NO HOA. Don't miss an opportunity to spend your summers at the beach and winters by the home's wood burning fireplace, recently updated along with a brand new roof. The four season landscaping will also give you something to enjoy while taking in the surrounding country views. For more information on this unique, multi-generational opportunity

Single-familyProperty Type

1992Year Built

0.45 acresLot Size

$215Est. Price/Sq.Ft.

2 car garageParking

Listed by Deniene DAILEY • Dailey Dailey Real Estate

•302-313-9949 (broker)

•scott@daileydaileyre.com (broker)

Listed by SCOTT DAILEY • Dailey Dailey Real Estate

•302-313-9949 (broker)

•scott@daileydaileyre.com (broker)

Bought with Deniene DAILEY • Dailey Dailey Real Estate

•302-313-9949 (broker)

•scott@daileydaileyre.com (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #DESU2021848

Redfin Estimate

$428,458

$152K since sold in August 2022$8,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.8% lower than the average sale price ($534K) of 6 comparable homes.

SOLD JUN 1, 2026
$480,000
A
3 beds2.5 baths2,125 sq ft
24 Ancient Oak Dr, Lewes, DE 19958
SOLD MAR 31, 2026
$449,000
B
3 beds2 baths1,680 sq ft
18332 Pine Ln, Lewes, DE 19958
SOLD AUG 12, 2026
$585,000
C
3 beds2 baths1,500 sq ft
2110 Queens Dr, Lewes, DE 19958
SOLD APR 15, 2026
$632,500
D
3 beds2 baths1,860 sq ft
8 N Atlantic Dr, Lewes, DE 19958
SOLD JUN 3, 2026
$575,000
E
3 beds2 baths1,899 sq ft
7 N Atlantic Dr, Lewes, DE 19958
SOLD JUL 27, 2026
$485,000
F
3 beds2 baths1,388 sq ft
64 Radcliffe Dr, Rehoboth Beach, DE 19971

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Earn from this home

Sell

−$27,220

Est. take-home

List your home with Redfin and save $4,285

Rent

$1,577/mo

Redfin rental estimate

List your home for rent

Market trends in 19968, DE

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.7%

+0.6% MoM

Median sale price

$487K

$27K MoM

Avg. days on market

78d

21 days MoM

Recently sold homes

114

23 MoM

New listings for sale

EARLY ACCESS
$699,900
3 beds2 baths2,003 sq ft
30147 Scallop Ct, Milton, DE 19968
$1,395,000
4 beds5.5 baths5,486 sq ft
19068 Winterberry St, Milton, DE 19968
(302) 645-2881
NEW 25 HRS AGO
$299,000
3 beds2 baths1,424 sq ft
12212 Union Street Ext, Milton, DE 19968
(302) 738-2300
$489,999
3 beds3 baths3,007 sq ft
29718 Vincent Village Dr, Milton, DE 19968
(302) 645-2881
3D WALKTHROUGH
$625,000
4 beds2.5 baths3,034 sq ft
16234 John Rowland Trl, Milton, DE 19968
(302) 424-1890
$324,999
4 beds3 baths1,400 sq ft
506 S Spinnaker Ln, Milton, DE 19968
(302) 273-4998
$414,500
3 beds2.5 baths1,938 sq ft
320 Arch St, Milton, DE 19968
(302) 227-5000
COMING SOON
$1,350,000
5 beds3 baths4,085 sq ft
17452 Yonnaway Rd, Milton, DE 19968
(855) 849-4663
$1,250,000
6 beds3 baths4,060 sq ft
327 Union St, Milton, DE 19968
(215) 604-1191
$314,999
3 beds2.5 baths1,280 sq ft
541 S Spinnaker Ln, Milton, DE 19968
(302) 738-2300
See all

Provided by Redfin

Sale history for 18588 Cool Spring Rd

Year

Property tax

Land + Additions

Assessment*

2026

$953 (−0.4%)

$40,950 + $185,550

$226,500

2025

$957 (−46.9%)

$40,950 + $185,550

$226,500

2024

$1,802

$40,950 + $185,550

$226,500

2023

$1,800 (+45.5%)

$2,000 + $34,550

$36,550

2022

$1,237 (−6.0%)

$2,000 + $34,550

$36,550

2020

$1,316 (−0.2%)

$2,000 + $34,550

$36,550

2019

$1,318 (+9.4%)

$2,000 + $34,550

$36,550

2018

$1,205 (+6.0%)

$2,000 + $34,550

$36,550

2017

$1,137 (+160.2%)

$2,000 + $34,550

$36,550

2016

$437 (+6.1%)

$2,000 + $16,300

$18,300

2014

$412

$2,000 + $16,300

$18,300

Tax history for 18588 Cool Spring Rd

Year

Property tax

Land + Additions

Assessment*

2026

$953 (−0.4%)

$40,950 + $185,550

$226,500

2025

$957 (−46.9%)

$40,950 + $185,550

$226,500

2024

$1,802

$40,950 + $185,550

$226,500

2023

$1,800 (+45.5%)

$2,000 + $34,550

$36,550

2022

$1,237 (−6.0%)

$2,000 + $34,550

$36,550

2020

$1,316 (−0.2%)

$2,000 + $34,550

$36,550

2019

$1,318 (+9.4%)

$2,000 + $34,550

$36,550

2018

$1,205 (+6.0%)

$2,000 + $34,550

$36,550

2017

$1,137 (+160.2%)

$2,000 + $34,550

$36,550

2016

$437 (+6.1%)

$2,000 + $16,300

$18,300

2014

$412

$2,000 + $16,300

$18,300

*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

200 ft.

Lot size

0.46 Acres

Year renovated

—

Sq. Ft.

280

Year built

2017

Style

Other

County

Sussex County

APN

235-31.00-10.02

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 Detached Garage Spaces: 2
Garage Features: Garage Door Opener
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Driveway, Detached Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On Main Level: 3

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

Interior Information
Appliances: Dryer - Electric, Icemaker, Microwave, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Oven/Range - Gas
Flooring Type: Hardwood, Laminate Plank, Carpet, Ceramic Tile
Not Furnished
Interior Features: Combination Kitchen/Dining, Crown Moldings, Carpet, CeilngFan(s), Entry Level Bedroom
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Dry Wall

Room Information
Laundry Type: Has Laundry

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Wood

Basement Information
Basement: No

Exterior

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

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Frame, Aluminum Siding
Foundation Details: Block, Crawl Space
Other Structures: Above Grade, Below Grade
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Roof: Architectural Shingle
Structure Type: Detached
Building Not Winterized

Lot Information
Lot Size Dimensions: 100.00 x 200.00
Lot Dimensions Source: Assessor
Tidal Water: No

Above Grade Information
Unfinished Sq.Ft.: 1992
Unfinished Sq.Ft. Source: Estimated
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
Agricultural Tax Due: No
County Tax: $163
School Tax: $1,559
Tax Year: 2021
Tax Annual Amount: $1,721

Assessments Information
Year Assessed: 2021

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric, Tankless
Sewer Septic: Gravity Sept Fld
Electric Available, Cable TV Available, Propane
Water Source: Public

Location

School Information
School District Name: CAPE HENLOPEN
School District Source: Listing Agent

Location Information
Outside City Limits
Sussex DE Quadrants: Between Rt 1 & 113
Directions: on Cool Springs Rd

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 280
Stories: 2.0
Lot Size: 0.46 acres
Style: Other
Year Built: 2017
Year Renovated: —
County: Sussex County
APN: 235-31.00-10.02

Home facts updated by county records on Aug 24, 2026

Around this home

Schools

Milton Elementary School

Public K-5 • Assigned • 4.8mi

5/10

Frederick D Thomas Middle School

Public 6-8 • Assigned • 5.6mi

Cape Henlopen High School

Public 9-12 • Assigned • 5.7mi

8/10

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 102° 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

Milton, DE • 19968

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$408,000 – $493,000

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Nearby similar homes

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3D WALKTHROUGH

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3D WALKTHROUGH

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NEW CONSTRUCTION

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New listings for sale in 19968

EARLY ACCESSCOMPASS COMING SOON

$699,900

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$1,395,000

4 beds5.5 baths5,486 sq ft

19068 Winterberry St, Milton, DE 19968

(302) 645-2881

NEW 25 HRS AGO

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3 beds2 baths1,424 sq ft

12212 Union Street Ext, Milton, DE 19968

(302) 738-2300

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3 beds3 baths3,007 sq ft

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(302) 645-2881

3D WALKTHROUGH

$625,000

4 beds2.5 baths3,034 sq ft

16234 John Rowland Trl, Milton, DE 19968

(302) 424-1890

$324,999

4 beds3 baths1,400 sq ft

506 S Spinnaker Ln, Milton, DE 19968

(302) 273-4998

$414,500

3 beds2.5 baths1,938 sq ft

320 Arch St, Milton, DE 19968

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COMING SOON

$1,350,000

5 beds3 baths4,085 sq ft

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(855) 849-4663

$1,250,000

6 beds3 baths4,060 sq ft

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Home values near 18588 Cool Spring Rd

Data from public records.

Address	Redfin Estimate
18658 Cool Spring Rd, Milton, DE 3 Beds \| 2 Baths \| 1850 Sq. Ft.	$341,892
18572 Cool Spring Rd, Milton, DE - Beds \| 2 Baths \| 1772 Sq. Ft.	$426,223

Address	Redfin Estimate
18540 Cool Spring Rd, Milton, DE 3 Beds \| 2 Baths \| 1120 Sq. Ft.	$325,928
18618 Cool Spring Rd, Milton, DE 3 Beds \| 1 Baths \| 768 Sq. Ft.	$316,653

Address	Redfin Estimate
18644 Cool Spring Rd, Milton, DE 2 Beds \| 3 Baths \| 1728 Sq. Ft.	$395,033
18554 Cool Spring Rd, Milton, DE 3 Beds \| 3 Baths \| 2152 Sq. Ft.	$491,965

Property information provided by BRIGHT MLS when last listed in 2022. 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 19968, DE

Sale history for 18588 Cool Spring Rd

Tax history for 18588 Cool Spring Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 19968

Home values near 18588 Cool Spring Rd

More real estate resources