27419 Walking Run, Milton, DE 19968
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Property image
OFF MARKET

27419 Walking Run
Milton, DE 19968

  • 4 Beds
  • 2.5 Baths
  • 2,233 sqft

$457,900

Trulia Estimate
as of Jul 10, 2026

$457,900

Trulia Estimate
as of Jul 10, 2026
4 Beds
2.5 Baths
2,233 sqft

Local Information

  • Map ViewExplore the area around 27419 Walking Run.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Have you ever dreamed of living just minutes from downtown Lewes, Milton and Rehoboth? This coastal home is your golden opportunity! With 4 bedrooms, 2.5 bathrooms and 2,233 sqft of living space, this home has plenty of room to spread out for a large family, or the perfect layout for downsizing and room for guests. The first floor includes a spacious master suite, open concept living, flex room for a den or formal dining, and a powder room. The kitchen is open to the informal dining area as well as the large living room and features 42in cabinets with plenty of storage and counter space. Take note of the soaring ceilings and plenty of windows in the main entry and living room which provide natural light throughout the first floor. Just off the living room is the master suite with a large walk-in closet and full bathroom with double sink vanity. Upstairs you will find two traditional bedrooms and a third larger bedroom that is being used as a bonus room currently. This home~s convenient location is perfect for quick access to downtown Milton with shops, restaurants and waterfront experiences and within minutes to Rehoboth Beach and other Delaware Beaches, State Parks, Breweries/Wineries and more. When you want to get away from the hustle and bustle you can enjoy community amenities such as the outdoor pool, exercise room and walking trail around the pond. The neighborhood was also established next to protected wetlands, which is another awesome perk. This well-maintained home won't disappoint, add it to your tour list TODAY!
27419 Walking Run, Milton, DE 19968 is a 4 bedroom, 3 bathroom, 2,233 sqft single-family home built in 2010. It last sold for $328,000 on Sep 4, 2020. It is currently off market. The Trulia Estimate is $457,900, with a rent estimate of $2,675/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 27419 Walking Run

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room
Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowave
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet

Property Information

Year Built
Year Built: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
Exterior: Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price History for 27419 Walking Run

DatePriceEventSource
09/04/2020$328,000Sold
N/A
06/23/2020$330,900PriceChange
Agent Provided
03/18/2020$334,900Listed For SaleAgent Provided

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$930
Assessment$440,500
Home facts updated by county records

Comparable Sales for 27419 Walking Run

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27433 Walking Run, Milton, DE
0.09
Single-Family Home
$435,000
04/30/26
3
2
1,910
27407 Walking Run, Milton, DE
0.05
Single-Family Home
$360,000
12/22/25
3
2
1,176
15149 Coultlands Reach, Milton, DE
0.18
Single-Family Home
$529,000
09/25/25
5
3
2,700
16031 Anthem Blvd, Milton, DE
0.20
Single-Family Home
$424,000
11/25/25
3
2
1,736
28353 Liberty Ln, Milton, DE
0.18
Single-Family Home
$440,000
05/13/26
3
2
1,528
28664 Hawthorne Trl, Milton, DE
0.43
Single-Family Home
$383,500
09/12/25
2
2
1,131
27329 Walking Run, Milton, DE
0.30
Single-Family Home
$262,955
10/13/25
4
-
2,292
209 N Lake Dr, Milton, DE
1.14
Single-Family Home
$209,900
05/18/26
3
2
1,296
30 Circle Dr E, Milton, DE
1.34
Single-Family Home
$349,900
07/16/25
3
2
2,180
207 E Gemini Ln, Milton, DE
1.30
Single-Family Home
$420,000
05/06/26
3
3
2,200

Nearby homes

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Assigned Schools

These are the assigned schools for 27419 Walking Run.
View nearby schools on GreatSchools
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
    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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Apartments for Rent

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Milton, DE

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Homes for sale near 27419 Walking Run

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Off Market Homes Near 27419 Walking Run

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