27399 Walking Run, Milton, DE 19968
OFF MARKET

27399 Walking Run
Milton, DE 19968

  • 3 Beds
  • 2.5 Baths
  • 1,262 sqft (on 0.29 acres)

$407,300

Trulia Estimate
as of Jun 11, 2026

$407,300

Trulia Estimate
as of Jun 11, 2026
3 Beds
2.5 Baths
1,262 sqft
(on 0.29 acres)

Local Information

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

Description

This updated, single family home in Holland Mills offers a beautiful living space with an expansive backyard. Move right in to the impeccably clean and light-filled home that has been meticulously maintained and upgraded by the current owner. On the main floor, you'll find a spacious primary bedroom that features a private full bath, a walk-in closet, and convenient access to the laundry room. This provides a level of convenience and privacy for the homeowner. The home has several new and updated features, including a new HVAC system, fresh paint throughout, new appliances in the kitchen, and new luxury vinyl plank floors. These updates not only enhance the aesthetic appeal but also ensure a comfortable living environment. The second floor of the home offers ample sleeping quarters with two bedrooms and an oversized full bath. This layout provides flexibility and convenience for family members or guests. Residents of Holland Mills can take advantage of the walking trails and community pool, which provide opportunities for recreation and relaxation. The neighborhood's location offers easy access to popular destinations such as Rehoboth, Lewes, and downtown Milton.
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. This description is from August 14, 2023

Home Highlights

Parking
1 Car Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
$100/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 27399 Walking Run

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1262 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Available, Propane - Community, CableAppliances: Microwave, Dryer, Oven/Range - Electric, Dishwasher, Refrigerator, Washer, Water Heater, Electric Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Laminate, Carpet
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: 2+ Access ExitsFloors: Laminate, Carpet
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Porch, TerraceOther Structures: Above Grade, Below Grade, OutbuildingFoundation: Crawl SpaceNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Storage,Garage Faces Front,Garage Door Opener,Attached,Driveway
Pool
Pool: Community
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1262 Square Feet

Property Information

Year Built
Year Built: 2009
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Coastal
Building
Building Name: None AvailableConstruction Materials: FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 23526.00261.00

Price & Status

Price
List Price: $399,900
Status Change & Dates
Off Market Date: Mon Aug 14 2023Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: MILTONCommunity: Holland Mills
School Information
Elementary School District: Cape HenlopenJr High / Middle School District: Cape HenlopenHigh School District: Cape Henlopen

Building

Building Area
Building Area: 1262 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Common Area Maintenance, Pool(s), Recreation FacilityHOA Name: PREMIERE COMMUNITY ASSOC. MGMT.Has an HOAHOA Fee: $300/Quarterly

Lot Information

Lot Area: 0.29 acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Document ReviewListing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: DESU2042492Above Grade Unfinished Area: 1262

Additional Information

HOA Amenities: Clubhouse,Common Grounds,Fitness Center,Jogging Path,Party Room,Pool
Last check for updates: about 8 hours ago
Listed by ELIZABETH MYERS BARNHART, (302) 227-6767
Monument Sotheby's International Realty
Bought with: MICHAEL KENNEDY, (302) 381-7001, Compass
Source: Bright MLS, MLS#DESU2042492

Price History for 27399 Walking Run

DatePriceEventSource
08/11/2023$400,000Sold
Bright MLS #DESU2042492
06/20/2023$399,900PendingBright MLS #DESU2042492
06/13/2023$399,900ContingentBright MLS #DESU2042492
06/08/2023$399,900Listed For SaleBright MLS #DESU2042492
05/12/2017$223,000Sold
N/A
03/07/2017$235,000Listed For SaleAgent Provided

Market trends in Milton

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
118
14MoM
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Property Tax and Assessment

Year2025
Tax$711
Assessment$336,700
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,125/mo
List your home for rent

Comparable Sales for 27399 Walking Run

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27407 Walking Run, Milton, DE
0.03
Single-Family Home
$360,000
12/22/25
3
2
1,176
19234 Dutton Ln, Milton, DE
0.06
Single-Family Home
$405,000
06/30/25
3
2
1,610
28353 Liberty Ln, Milton, DE
0.25
Single-Family Home
$440,000
05/13/26
3
2
1,528
27433 Walking Run, Milton, DE
0.15
Single-Family Home
$435,000
04/30/26
3
2
1,910
16031 Anthem Blvd, Milton, DE
0.27
Single-Family Home
$424,000
11/25/25
3
2
1,736
28664 Hawthorne Trl, Milton, DE
0.50
Single-Family Home
$383,500
09/12/25
2
2
1,131
15149 Coultlands Reach, Milton, DE
0.23
Single-Family Home
$529,000
09/25/25
5
3
2,700
209 N Lake Dr, Milton, DE
1.07
Single-Family Home
$209,900
05/18/26
3
2
1,296
18853 Riverwalk Dr, Milton, DE
1.44
Single-Family Home
$435,000
03/03/26
3
2
1,597

Nearby homes

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Assigned Schools

These are the assigned schools for 27399 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

  • 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

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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Homes for sale near 27399 Walking Run

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Off Market Homes Near 27399 Walking Run

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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
27399 Walking Run, Milton, DE 19968 is a 3 bedroom, 3 bathroom, 1,262 sqft single-family home built in 2009. This property is not currently available for sale. 27399 Walking Run was last sold on Aug 11, 2023 for $400,000 (0% higher than the asking price of $399,900). The current Trulia Estimate for 27399 Walking Run is $407,300.