20355 Cool Spring Rd, Milton, DE 19968
Property image
Property image
OFF MARKET

20355 Cool Spring Rd
Milton, DE 19968

  • 3 Beds
  • 2.5 Baths
  • 3,177 sqft (on 2.50 acres)

$677,300

Trulia Estimate
as of Jul 8, 2026

$677,300

Trulia Estimate
as of Jul 8, 2026
3 Beds
2.5 Baths
3,177 sqft
(on 2.50 acres)

Local Information

  • Map ViewExplore the area around 20355 Cool Spring Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

**IMPRESSIVE PRICE IMPROVEMENT!** 20355 Cool Spring Road – A Tranquil Retreat Near the Coast Close enough to the beach and all the excitement of coastal living, yet nestled on its own serene 2.5-acre lot, 20355 Cool Spring Road offers the perfect blend of country comfort and refined living. This custom-built home has been meticulously cared for, showcasing spacious interiors designed for both intimate family gatherings and grand entertaining. Step into the welcoming foyer, where fine finishes and thoughtful details set the tone for the home. Wide-plank luxury vinyl flooring, elegant millwork doors with black hardware, and soaring 9’+ ceilings create a cohesive and sophisticated main-level design. The gracious great room invites relaxation and seamlessly flows into the heart of the home—the stunning gourmet kitchen. This chef’s haven boasts sleek granite countertops, suite of stainless-steel appliances, double wall oven, walk-in pantry, and an expansive center island with breakfast bar, ideal for both casual meals and festive occasions. The adjacent dining room offers a walkout to the expansive backyard—a blank canvas awaiting your vision for the perfect outdoor oasis. The primary suite is a true retreat, featuring two walk-in closets and a spa-inspired ensuite bath complete with a dual vanity, private water closet, and a grand walk-in shower with a luxurious rain shower head, all adorned with exquisite tilework. On the opposite side of the home, two well-appointed guest bedrooms share a stylish hall bath, ensuring privacy and comfort for family and visitors alike. Additional highlights of the main level include a spacious home office, a convenient laundry room, and interior access to the oversized side-load two-car garage. Upstairs, the newly remodeled bonus room offers a flexible space perfect for a recreation area, media room, or family lounge. Beyond this space lies an expansive unfinished area, brimming with potential for customization—whether it be additional storage, home gym, or creative studio. Whether you’re seeking a forever home to grow into or a serene coastal retreat, 20355 Cool Spring Road is a rare gem that blends space, style, and location. Schedule your private tour today and experience this exceptional property for yourself!
20355 Cool Spring Rd, Milton, DE 19968 is a 3 bedroom, 3 bathroom, 3,177 sqft single-family home built in 2018. It last sold for $685,000 on Jun 19, 2025 (2% below the $700,000 asking price). It is currently off market. The Trulia Estimate is $677,300, with a rent estimate of $2,940/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 20355 Cool Spring Rd

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Foyer, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 3177 Square Feet
Appliances & Utilities
Appliances: Microwave, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Water Dispenser, Water Heater, Electric Water HeaterDishwasherDisposalDryerLaundry: Main LevelMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Screens, Vinyl Clad, Window TreatmentsDoor: Sliding GlassFlooring: Luxury Vinyl, Carpet
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Luxury Vinyl, Carpet
View
Has a ViewView: Creek/Stream, Panoramic
Security
Security: Carbon Monoxide Detector(s), Main Entrance Lock, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Architectural Shingle Metal PitchedPatio / Porch: Roof, PorchOther Structures: Above Grade, Below GradeFoundation: Concrete Perimeter, Crawl SpaceNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 10No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 12Parking: Garage Faces Side,Inside Entrance,Garage Door Opener,Crushed Stone,Attached,Driveway
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Exists
Finished Area
Finished Area (above surface): 3177 Square Feet

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Coastal
Building
Building Name: None AvailableConstruction Materials: Frame, Stick Built, Vinyl SidingNot a New Construction
Property Information
Condition: ExcellentParcel Number: 23405.0038.14

Price & Status

Price
List Price: $700,000
Status Change & Dates
Off Market Date: Thu Jun 19 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: MILTONCommunity: Indian River Hundred
School Information
Elementary School District: Cape HenlopenJr High / Middle School District: Cape HenlopenHigh School District: Cape Henlopen

Building

Building Area
Building Area: 3177 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.5 Acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Home Inspection, Financing ApprovalListing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: DESU2082712Water ViewWater View: Creek/StreamAbove Grade Unfinished Area: 3177
Last check for updates: about 10 hours ago
Listed by Mrs. Christine M Lombardi, (302) 236-2257
Northrop Realty
Bought with: Georgie Penny, (936) 662-7374, Cape Realty
Source: Bright MLS, MLS#DESU2082712

Price History for 20355 Cool Spring Rd

DatePriceEventSource
06/19/2025$685,000Sold
Bright MLS #DESU2082712
05/03/2025$700,000PendingBright MLS #DESU2082712
04/30/2025$700,000PriceChange
Bright MLS #DESU2082712
04/03/2025$725,000Listed For SaleBright MLS #DESU2082712
04/16/2014$72,000Sold
N/A

Market trends in Milton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$461K
Sale-to-List Price
—
Price per sq ft
—
Available listings
132
14MoM
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Property Tax and Assessment

Year2025
Tax$1,185
Assessment$561,000
Home facts updated by county records

Comparable Sales for 20355 Cool Spring Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20346 Cool Spring Rd, Milton, DE
0.06
Single-Family Home
$735,000
10/06/25
4
2.5
1,914
20296 Bundick Branch Dr, Milton, DE
0.46
Single-Family Home
$505,000
11/18/25
3
3
2,892
29427 Cynthia Ln, Milton, DE
0.42
Single-Family Home
$780,260
12/22/25
3
2.5
2,679
29310 Otto Dr, Milton, DE
0.29
Single-Family Home
$823,569
06/22/26
4
3
1,971
29445 Cynthia Ln, Milton, DE
0.51
Single-Family Home
$893,739
10/10/25
3
2.5
2,568
29432 Cynthia Ln, Milton, DE
0.41
Single-Family Home
$1,118,595
06/18/26
4
3
3,383
29327 Otto Dr, Milton, DE
0.41
Single-Family Home
$948,149
03/20/26
3
3.5
2,528
29336 Otto Dr, Milton, DE
0.45
Single-Family Home
$936,867
10/10/25
3
3.5
2,568
29309 Otto Dr, Milton, DE
0.33
Single-Family Home
$1,041,013
06/12/26
4
3.5
2,528
28736 Stockley Rd, Milton, DE
0.82
Single-Family Home
$675,000
04/22/26
3
2
1,812

Nearby homes

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Assigned Schools

These are the assigned schools for 20355 Cool Spring Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Milton

At least 57 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

  • 68 % 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

  • 57 % Say there are sidewalks

  • 56 % Say there are community events

  • 43 % 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
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  • 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
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  • 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
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  • Trulia User
    "Well kept sidewalks and parks. Easy walking to stores, Milton Theatre, parks, gas station and library. "
    0
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  • 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
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  • 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.. "
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Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Milton, DE

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Explore by feature - Pool

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Homes for sale near 20355 Cool Spring Rd

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Off Market Homes Near 20355 Cool Spring Rd

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information