20044 Cool Spring Rd, Milton, DE 19968
OFF MARKET

20044 Cool Spring Rd
Milton, DE 19968

  • 5 Beds
  • 4.5 Baths
  • 2,820 sqft (on 2 acres)

$645,700

Trulia Estimate
as of May 16, 2026

$645,700

Trulia Estimate
as of May 16, 2026
5 Beds
4.5 Baths
2,820 sqft
(on 2 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

ONE OF A KIND PROPERTY! Enjoy sprawling privacy, a barn for horses, pond, pool and an inviting 4+ bedroom home with a garage apartment. The spacious home offers a bright enclosed porch, indoor hot tub, first floor master suite, fresh paint, loads of room to relax, and serene views of nature life. Make your dreams a reality today, close to beaches, dining and shopping.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 20044 Cool Spring Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Laminate, Linoleum Vinyl
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: VinylFoundation Type: Masonry
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price History for 20044 Cool Spring Rd

DatePriceEventSource
07/31/2020$453,000Sold
N/A
10/29/2018$399,900ListingRemovedAgent Provided
10/15/2018$399,900PriceChange
Agent Provided
07/31/2018$424,900PriceChange
Agent Provided
05/07/2018$465,000PriceChange
Agent Provided
04/13/2018$495,000Listed For SaleAgent Provided
08/25/2015$150,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$1,420
Assessment$672,400
Home facts updated by county records

Comparable Sales for 20044 Cool Spring Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20296 Bundick Branch Dr, Milton, DE
0.21
Single-Family Home
$505,000
11/18/25
3
3
2,892
20058 Cool Spring Rd, Milton, DE
0.03
Single-Family Home
$315,400
10/28/25
4
-
2,512
20346 Cool Spring Rd, Milton, DE
0.57
Single-Family Home
$735,000
10/06/25
4
2.5
1,914
20355 Cool Spring Rd, Milton, DE
0.63
Single-Family Home
$685,000
06/19/25
3
2.5
3,177
18044 Marley Ln, Milton, DE
0.63
Single-Family Home
$565,000
11/04/25
5
3
2,835
20296 Bundicks Branch Ln, Milton, DE
0.21
Single-Family Home
$505,000
11/21/25
3
-
3,236
29303 Otto Dr, Milton, DE
0.47
Single-Family Home
$1,160,000
02/06/26
4
4.5
2,528
29433 Cynthia Ln, Milton, DE
0.52
Single-Family Home
$1,058,739
12/08/25
4
3.5
2,528
29427 Cynthia Ln, Milton, DE
0.47
Single-Family Home
$780,260
12/22/25
3
2.5
2,679
16560 Asher Ct, Milton, DE
0.61
Single-Family Home
$475,000
08/25/25
3
2
2,343

Assigned Schools

These are the assigned schools for 20044 Cool Spring Rd.
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What Locals Say about Milton

At least 57 Trulia users voted on each feature.

  • 97 % Say parking is easy

  • 92 % Say car is needed

  • 91 % Say yards are well-kept

  • 91 % Say it's dog friendly

  • 84 % Say people would walk alone at night

  • 80 % Say there's holiday spirit

  • 70 % Say they plan to stay for at least 5 years

  • 69 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 65 % Say it's quiet

  • 62 % Say streets are well-lit

  • 61 % Say there's wildlife

  • 58 % Say there are sidewalks

  • 57 % Say there are community events

  • 42 % Say it's walkable to restaurants

  • 39 % Say it's walkable to grocery stores

Learn more about our methodology.
  • Cris2461.cm
    "Going to Wilmington is over an hour and half. Better shopping choices are approximately 45 minutes away. Long. No public transportation "
    0
    Flag
  • Ashtat09
    "My neighbors are my friends I like to be around. We play pickleball together 3 to 5 days a week. We do aerobics together and still enjoy bbq parties on the weekends together. "
    0
    Flag
  • Ashtat09
    "I have lived in this neighborhood almost 2 years. Since it is a new development, most everyone wants make new friends and enjoy their new beach home."
    1
    Flag
  • Tj L.
    "My kids live in this area and I’m here multiple times a week. It’s very quiet and has a nice homely feel to it "
    6
    Flag
  • Evritt3
    "Everyone is friendly and picks up after their dogs. No one discriminates against breeds. Anyone and everyone is welcome. "
    6
    Flag
  • Quinese W.
    "I have lived in this neighborhood for eleven years. It's a quiet well maintained street with plenty of on and off street parking, as well as public transportation and friendly neighbors. There are several Elementary, Middle and High Schools in the area. Milton is nearby to many towns/cities that offer fun-filled entertainment for the entire family! This a wonderful place to raise a family, or start out on your own. Very close to Beaches and Resort Areas."
    6
    Flag
  • Gtdonze
    "No public trans. Need a car to go to stores post office dr office just about anywhere. Country living is the trade off. I love it"
    0
    Flag
  • Jessica D.
    "I’ve lived in Milton for almost 20 years. It’s a family town with friendly neighbors and a lot of charm. "
    0
    Flag
  • Trulia User
    "Well kept sidewalks and parks. Easy walking to stores, Milton Theatre, parks, gas station and library. "
    0
    Flag
  • Joepickleball
    "It's got flare with eclectic people. There are a variety of outdoor events for a varied palate. The staples are close by. Name brand and one-of-a-kind stores share the town's boundaries."
    6
    Flag
  • jdoherty24
    "A few miles to the beach so it is quiet. Close enough to enjoy the beach, nightlife and shopping but far enough away so that it is quiet at night"
    0
    Flag
  • Johnanicosia
    "Great place to retire or as a weekend retreat. Prime Hook offers very safe, clean beaches for kids and dogs. Miles of beaches to walk, exploring for wildlife and shells. Excellent place to sail and kayak. Sand bars offer fun for kids. Community backs up to Prime Hook Wildlife refuge teaming with wildlife with nesting ospreys, eagles and other waterfowl. Quiet and peaceful and a perfect all year round destination. It is one of the closest Delaware Bay beaches to Philly, DC, MD and VA.. "
    0
    Flag

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Off Market Homes Near 20044 Cool Spring Rd

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20044 Cool Spring Rd, Milton, DE 19968 is a 5 bedroom, 5 bathroom, 2,820 sqft single-family home built in 1999. This property is not currently available for sale. 20044 Cool Spring Rd was last sold on Jul 31, 2020 for $453,000. The current Trulia Estimate for 20044 Cool Spring Rd is $645,700.