20164 Cool Spring Rd, Milton, DE 19968
Property image
Property image
OFF MARKET

20164 Cool Spring Rd
Milton, DE 19968

  • 3 Beds
  • 3 Baths
  • 2,477 sqft (on 1.23 acres)

$611,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $3,382/mo*
Refinance Your Home

$611,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $3,382/mo*
Refinance Your Home
3 Beds
3 Baths
2,477 sqft
(on 1.23 acres)

Home Value

Trulia Estimate
$612K
Since last month
Decreased$8K (-1.2%)
Since last year
Increased$40K (+7%)
Since last sale
Increased$274K (+80.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +70% in the last 10 years
MonthEstimated value
2026
August 2026$614K
July 2026$627K
June 2026$621K
May 2026$606K
April 2026$608K
March 2026$597K
February 2026$585K
January 2026$565K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20296 Bundick Branch Dr, Milton, DE
0.17
Single-Family Home
$505,000
11/18/25
3
3
2,892
29427 Cynthia Ln, Milton, DE
0.30
Single-Family Home
$780,260
12/22/25
3
2.5
2,679
20346 Cool Spring Rd, Milton, DE
0.35
Single-Family Home
$735,000
10/06/25
4
2.5
1,914
20058 Cool Spring Rd, Milton, DE
0.19
Single-Family Home
$315,400
10/28/25
4
-
2,512
20296 Bundicks Branch Ln, Milton, DE
0.17
Single-Family Home
$505,000
11/21/25
3
-
3,236
29310 Otto Dr, Milton, DE
0.31
Single-Family Home
$823,569
06/22/26
4
3
1,971
29445 Cynthia Ln, Milton, DE
0.44
Single-Family Home
$893,739
10/10/25
3
2.5
2,568
29309 Otto Dr, Milton, DE
0.30
Single-Family Home
$1,041,013
06/12/26
4
3.5
2,528
29327 Otto Dr, Milton, DE
0.42
Single-Family Home
$948,149
03/20/26
3
3.5
2,528
29433 Cynthia Ln, Milton, DE
0.34
Single-Family Home
$1,058,739
12/08/25
4
3.5
2,528

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
29403 Cynthia Ln, Milton, DE 19968
0.17
$709,100
3
3
763
Off Market
20296 Bundick Branch Dr, Milton, DE 19968
0.17
$505,000
3
3
2,892
Recently Sold
29405 Cynthia Ln, Milton, DE 19968
0.20
$691,000
3
2
2,230
Off Market
29404 Cynthia Ln, Milton, DE 19968
0.20
$732,400
4
4.5
418
Off Market
Montauk, Milton, DE 19968
0.20
$595,400+
3
2
2,102
-
Waterford, Milton, DE 19968
0.20
$765,400+
4
3.5
4,810
-
Mayberry, Milton, DE 19968
0.20
$655,400+
3
2
2,925
-
Cassidy, Milton, DE 19968
0.20
$675,400+
4
3.5
3,439
-
Whimbrel, Milton, DE 19968
0.20
$625,400+
3
2
2,544
-
Kingfisher, Milton, DE 19968
0.20
$665,400+
3
2.5
3,531
-
Jameson, Milton, DE 19968
0.20
$695,400+
3
2.5
4,123
-
Shearwater, Milton, DE 19968
0.20
$715,400+
3
2.5
3,990
-

Local Information

  • Map ViewExplore the area around 20164 Cool Spring Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2004
Lot Size
1.23 acres
Living Area
2,477 sqft
Price/Sqft
$247
Parking
Garage

About this House

Custom and contemporary masterpiece on Cool Spring Rd. Owner designed and built this 14-year young home that touts angles, arches and open floor plan! Almost 2,500 sq. ft., this 3BRs/3 full bath home is on 1.2 acres in pocket of privacy! Striking stone exterior with unique scalloped edged covered front porch is gorgeous! Step inside for look of luxury! Soaring 9 ? 15 ft. ceilings, bamboo hardwood floors, and abundant natural light offer stunning combination. Plus, surround sound and alarm system. ~ wall with column anchor and 6 tiffany-style up-lighting provide finesse in foyer. Beyond, rooms are open and interconnected. To right is guest wing with BR that boasts sky blue paint/carpet, DD closet, vaulted ceiling and Palladian window with hibiscus plant outside offering natural art of blooming beauty and privacy. Full bath features rose paint, oak vanity with rose top, tri-mirror, and huge lead glass window. Adjacent is mother-in-law suite in light lavender with tan carpeting, trio of transom windows plus oversize double window that could be French doors. 2 closets offer optimal wardrobe storage! Big adjoining bath of oak vanity with tri-mirror is perfect for dual morning routines. This section has its own separate heating/cooling system. To left of foyer is DR where its 2 Palladian windows and elevated ceiling set stage for low-key buffets to high-class dinner parties! From DR arched doorway leads into LR/FR with tons of open space grounded only by striking natural stone gas floor-to-ceiling FP. Now that's wow! French doors off LR/FR open to sunroom, perfect for relax-and-recharge or home office with its own entrance. Cream paint and taupe carpeting keep it neutral. Huge kitchen is functional and fabulous with plentiful cabinets, double oven, Jennair stove with 4+ burners, and commercial-style refrigerator/freezer along with bump-out window, open pass through to LR/FR and archway into DR. Exceptional architectural elements! Dual ceiling lights, oak cabinets and SS/Black appliances round out kitchen. French doors into MBR that's spectacular and sequestered! It sits opposite other BRs and features sitting area, vaulted ceiling, bump-out with trio of windows, Palladian window, and walk-in closet. Along with shower, linen closet and oak vanity, bath touts corner Jacuzzi with lead glass window above! 2-car garage (600+ sq. ft.) faces back with parking pad. Elevated patio looks to angled flat yard with tree-line. Impressive outdoor space! Extraordinary living!
20164 Cool Spring Rd, Milton, DE 19968 is a 3 bedroom, 3 bathroom, 2,477 sqft single-family home built in 2004. It last sold for $339,900 on Aug 22, 2018. It is currently off market. The Trulia Estimate is $611,900, with a rent estimate of $2,672/month.

Home Details for 20164 Cool Spring Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Walk In Closet
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveWasher
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.23 acres

Price and Tax history

DateEventPrice
Aug 22, 2018
Source: N/A
Sold
$339,900
Jul 17, 2018
Source: Agent Provided
Listed For Sale
$339,000
May 19, 2018
Source: Agent Provided
ListingRemoved
$343,900
May 7, 2018
Source: Agent Provided
PriceChange
$343,900
Price decreased by 2%
Dec 9, 2017
Source: Agent Provided
PriceChange
$349,900
Price increased by 1%

Market trends in Milton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$472K
$23.33KMoM
Sale-to-List Price
98.3%
0.1%MoM
Price per sq ft
$240
$4MoM
Available listings
126
1MoM
Skip to last item
  • Results are loading
Skip to first item

Around this home

What Locals Say about Milton

At least 58 Trulia users voted on each feature.

  • 97 % Say parking is easy

  • 92 % Say car is needed

  • 92 % Say yards are well-kept

  • 91 % Say it's dog friendly

  • 84 % Say people would walk alone at night

  • 81 % Say there's holiday spirit

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

  • 67 % Say kids play outside

  • 64 % Say neighbors are friendly

  • 64 % Say it's quiet

  • 62 % Say streets are well-lit

  • 61 % Say there's wildlife

  • 57 % Say there are sidewalks

  • 56 % Say there are community events

  • 42 % Say it's walkable to restaurants

  • 39 % Say it's walkable to grocery stores

Sourced by Trulia users. 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. "
    7
    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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

6 pet-friendly rentals in Milton, DE

Explore by feature - Air Conditioning

10 rentals with air conditioning in Milton, DE

Explore by feature - Washer/dryer

10 rentals with a washer/dryer in Milton, DE

Homes for sale near 20164 Cool Spring Rd

Skip to last item
Skip to first item

Off Market Homes Near 20164 Cool Spring Rd

Skip to last item
Skip to first item

Frequently asked questions about 20164 Cool Spring Rd

  • What is 20164 Cool Spring Rd estimated to be worth?
    Trulia's estimated value for 20164 Cool Spring Rd in Milton, DE is $611,900.
  • What is the price history for 20164 Cool Spring Rd?
    20164 Cool Spring Rd in Milton, DE last sold for $339,900 in August 2018.
  • Is Milton a buyer's or seller's market?
    Milton is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Milton?
    The median sale price in Milton is $472K. That is up $23.33K from the prior month.
  • Does 20164 Cool Spring Rd have air conditioning?
    Yes, 20164 Cool Spring Rd in Milton, DE has air conditioning.
  • Does 20164 Cool Spring Rd have laundry facilities?
    Yes, 20164 Cool Spring Rd in Milton, DE has in-unit laundry.