Recently Viewed Properties
See This Home
Save This Listing
Close

$535,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,136 Sq. Ft.
  • 2 Car Garage
  • Updated 16 hours ago
See This Home
Save This Home
See This Home
Save This Home
Perfectly positioned on a premium homesite backing to mature woods, this beautifully appointed 3-bedroom, 2-bath home offers rare privacy, stunning natural light, and seamless indoor-outdoor living - all within an amenity-rich community featuring a pool, playground, and fitness center, just minutes from the beach. From the moment you step inside, you're greeted by soaring two-story ceilings and upper-level windows that flood the home with natural light, creating a bright, airy ambiance throughout the open floor plan. Engineered hardwood floors, a cozy fireplace, and refined finishes add warmth and sophistication while maintaining a relaxed coastal feel. The gourmet kitchen is both stylish and functional, showcasing quartz countertops, a gas range, subway tile backsplash, an oversized island ideal for gathering, and a brand-new French door refrigerator. The formal dining room is accented with elegant wainscoting, offering the perfect backdrop for holidays and special occasions. The primary suite serves as a peaceful retreat with serene wooded views and beautiful natural light. The en suite bath features split double vanities, a step-in shower, private water closet, and a spacious walk-in closet designed for effortless organization. Upstairs, the versatile loft provides flexible space for a second living area, home office, media room, or gym - ideal for today's lifestyle. But the true highlight of this home is the exceptional outdoor living space. The screened-in porch with vaulted ceilings feels like an extension of the home, offering the perfect place to enjoy morning coffee, evening cocktails, or quiet afternoons surrounded by nature. Just beyond, an oversized deck provides ample room for grilling, dining, and gathering around a firepit - all overlooking a private, wooded backdrop that ensures year-round tranquility and no rear neighbors. Additional features include a built-in desk area, mudroom/laundry room, plantation shutters throughout, and a 2-car garage with extra storage. This is more than a home - it's a peaceful coastal retreat where natural beauty, thoughtful design, and effortless entertaining come together beautifully. Schedule your private showing today!

Full Property Details for 29570 Ashland Dr

General

  • Sold For: $535,000
  • HOA FEE: $229/month
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2106028
  • Added to Site: 91 day(s) ago

Interior

  • Rooms/Areas: Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Family Room, Bedroom 1, Loft, Bathroom 2, Primary Bathroom, Screened Porch
  • Interior Features: Ceiling Fan(s), Carpet, Recessed Lighting, Built-Ins, Bathroom - Stall Shower, Bathroom - Tub Shower, Dining Area, Floor Plan - Open, Kitchen - Island, Primary Bath(s), Upgraded Countertops, Wainscotting
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Mantel(s), Gas/Propane
  • Appliances: Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Exhaust Fan, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Main & Up: 3

Other Rooms

  • Laundry: Has Laundry

Additional Information

  • Shared Amenities: Club House, Exercise Room, Fitness Center, Game Room, Jog/Walk Path, Meeting Room, Pool - Outdoor, Tot Lots/Playground, Common Grounds
  • Shared Pool: Yes
  • Pool: Yes
  • Security/Safety: Carbon Monoxide Detector(s), Smoke Detector

Exterior

  • Porch/Patio/Deck: Deck(s), Porch(es), Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Asphalt Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Front Entry

Location

  • Area: Indian River Hundred (31008)
  • County: SUSSEX
  • Subdivision: WOODRIDGE
  • Driving Directions: Use GPS for most accurate directions

School Information

  • School District: Cape Henlopen

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance, Lawn Maintenance, Recreation Facility, Management, Pool(s), Reserve Funds, Trash

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Electric, Propane - Metered
  • Water Heater: Tankless

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Contemporary
  • Structure Type: Detached
  • Construction: Stick Built
  • Foundation: Crawl Space
  • Walls/Ceilings: 2 Story Ceilings, Wood Ceilings
  • Doors: Sliding Glass
  • Stories Description: Main
  • Square Feet: 2,136
  • Sq. Ft. Source: Estimated
  • Living Area: 2,136 Sq. Ft.
  • Finished Above Grnd: 2,136 Sq. Ft.
  • Year Built: 2022
  • Year Built Source: Estimated
  • Property Condition: Excellent

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,712
  • Lot Size Source: Estimated
  • Lot Dimensions: 75.00 x 119.00
  • Zoning: AR-1
  • Lot Description: Backs to Trees

Financial Considerations

  • Price Per Sq. Ft.: $247.66
  • Association Fee: $229
  • Assoc Fee Freq.: Monthly
  • Terms: Standard Sale

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Jack Lingo - Lewes, Chelsea Bristow
Sold by Compass, Jennifer C Elphick

Listing agent

— 29570 Ashland Dr —

  • Chelsea Bristow

    Jack Lingo - Lewes

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 29570 Ashland Dr

School District:Cape Henlopen School District
NameGradesDistance
Beacon Middle School
19483 John J Williams Highway, Lewes, DE 19958
4-85.1 mi
Cape Henlopen High School
1250 Kings Highway, Lewes, DE 19958
8-126.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29570 Ashland Dr

Date
Details
Price
Change
Source
6/02/2026
Sold
$535,000
1.13%
MLS
4/13/2026
Price Reduced
$529,000
-2.02%
MLS
3/04/2026
Listed
$539,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Jack Lingo - Lewes, Chelsea Bristow
Sold by Compass, Jennifer C Elphick

Similar Properties near 29570 Ashland Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

34085 Skyflower Loop, Lewes, DE 19958 - Photo 1
$535,000

34085 Skyflower Loop  Lewes, DE 19958

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 2,070
    Sq. Ft.
Listed by Northrop Realty, Allison Stine
19846 Lightship Cv Dr, Milton, DE 19968 - Photo 1
$534,900

19846 Lightship Cv Dr  Milton, DE 19968

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
Listed by Keller Williams Realty, Matthew Lunden
19499 Safflower Wy, Lewes, DE 19958 - Photo 1
$530,400

19499 Safflower Wy  Lewes, DE 19958

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,652
    Sq. Ft.
Listed by Compass, MICHAEL KENNEDY
24591 Inkberry Dr, Harbeson, DE 19951 - Photo 1
$539,900

24591 Inkberry Dr  Harbeson, DE 19951

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,866
    Sq. Ft.
Listed by Compass, MICHAEL KENNEDY

Just Listed near 29570 Ashland Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

22984 Hollyville Rd, Harbeson, DE 19951 - Photo 1 Just Listed
$225,000

22984 Hollyville Rd  Harbeson, DE 19951

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 928
    Sq. Ft.
Listed by Northrop Realty, JAMES LATTANZI
23360A Greenbank Dr, Harbeson, DE 19951 - Photo 1 Just Listed
$736,000

23360A Greenbank Dr  Harbeson, DE 19951

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,078
    Sq. Ft.
Listed by Century 21 Emerald, David Litz Jr.
23360B Greenbank Dr, Harbeson, DE 19951 - Photo 1 Just Listed
$690,000

23360B Greenbank Dr  Harbeson, DE 19951

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,949
    Sq. Ft.
Listed by Century 21 Emerald, David Litz Jr.
0 Hollyville Rd, Harbeson, DE 19951 - Photo 1 Just Listed
$100,000

0 Hollyville Rd  Harbeson, DE 19951

  • Lots/Land
  • Active
  • Updated 5 days ago
  • 0.27
    Acres
Listed by Northrop Realty, JAMES LATTANZI

Price Reduced near 29570 Ashland Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

25083 Leland Ave, Harbeson, DE 19951 - Photo 1 Price Reduced
-$25,100 (-3.04%)
$799,900

25083 Leland Ave  Harbeson, DE 19951

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,982
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson
23360 Greenbank Dr, Harbeson, DE 19951 - Photo 1 Price Reduced
-$105,500 (-12.24%)
$756,500

23360 Greenbank Dr  Harbeson, DE 19951

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
Listed by Century 21 Emerald, David Litz Jr.
28830 Serenity Ln, Harbeson, DE 19951 - Photo 1 Price Reduced
-$29,901 (-3.52%)
$819,999

28830 Serenity Ln  Harbeson, DE 19951

  • Single Family
  • Active
  • Updated 6 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,914
    Sq. Ft.
Listed by NextHome Tomorrow Realty, STACI WALLS
17065 Spruce Rd, Ellendale, DE 19941 - Photo 1 Price Reduced
-$14,000 (-2.81%)
$485,000

17065 Spruce Rd  Ellendale, DE 19941

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 3,100
    Sq. Ft.
Listed by Burns & Ellis Realtors, Shalini Sawhney

Recent Sales near 29570 Ashland Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

22657 Deep Woods Rd, Milton, DE 19968 - Photo 1 Sold
$519,900

22657 Deep Woods Rd  Milton, DE 19968

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,060
    Sq. Ft.
Listed by Northrop Realty, Nitan Soni and Northrop Realty, Greg Seger
Sold by RE/MAX Realty Group Rehoboth, Debbie Reed and RE/MAX Realty Group Rehoboth, TIFFANY CARVER-OMALLEY
29110 Stockley Rd, Milton, DE 19968 - Photo 1 Sold
$525,000

29110 Stockley Rd  Milton, DE 19968

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,200
    Sq. Ft.
Listed by Delaware Valley Realtors, David Barish
Sold by RE/MAX Point Realty, Jay G Shinn
22199 Arbor Cir, Milton, DE 19968 - Photo 1 Sold
$479,950

22199 Arbor Cir  Milton, DE 19968

  • Single Family
  • Closed
  • Updated 11 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,709
    Sq. Ft.
Listed by Active Adults Realty, ELLIOT WELAN
Sold by Active Adults Realty, Ingrid Kollist
21007 Cool Spring Rd, Milton, DE 19968 - Photo 1 Sold
$590,000

21007 Cool Spring Rd  Milton, DE 19968

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths
  • 2,700
    Sq. Ft.
Listed by Keller Williams Realty, William P Brown
Sold by Jack Lingo - Lewes, CARRIE LINGO

29570 Ashland Drive, Milton, DE 19968 (MLS# DESU2106028) is a Single Family property that was sold at $535,000 on June 02, 2026. Want to learn more about 29570 Ashland Drive? Do you have questions about finding other Single Family real estate for sale in Milton? You can browse all Milton real estate or contact a Coldwell Banker agent to request more information.