Back to search
265 Ann Drive Middletown, DE $ 575,000
Share Save
$ 575,000 Get more info
265 Ann Drive
$ 575,000
Back to search
Recently Listed
Open House 2/22 1pm - 3pm
Share Save

265 Ann Drive

Middletown, DE, 19709
$ 575,000
Bedrooms4 Baths4.1 Sq 2,875

Monthly Estimate*

$ 3,540

265 Ann Drive, Middletown, DE 19709 - Image 1
265 Ann Drive, Middletown, DE 19709 - Image 2
265 Ann Drive, Middletown, DE 19709 - Image 3
265 Ann Drive, Middletown, DE 19709 - Image 4
265 Ann Drive, Middletown, DE 19709 - Image 5
265 Ann Drive, Middletown, DE 19709 - Image 6
265 Ann Drive, Middletown, DE 19709 - Image 7
265 Ann Drive, Middletown, DE 19709 - Image 8
265 Ann Drive, Middletown, DE 19709 - Image 9
265 Ann Drive, Middletown, DE 19709 - Image 10
265 Ann Drive, Middletown, DE 19709 - Image 11
265 Ann Drive, Middletown, DE 19709 - Image 12
265 Ann Drive, Middletown, DE 19709 - Image 13
265 Ann Drive, Middletown, DE 19709 - Image 14
265 Ann Drive, Middletown, DE 19709 - Image 15
265 Ann Drive, Middletown, DE 19709 - Image 16
265 Ann Drive, Middletown, DE 19709 - Image 17
265 Ann Drive, Middletown, DE 19709 - Image 18
265 Ann Drive, Middletown, DE 19709 - Image 19
265 Ann Drive, Middletown, DE 19709 - Image 20
265 Ann Drive, Middletown, DE 19709 - Image 21
265 Ann Drive, Middletown, DE 19709 - Image 22
265 Ann Drive, Middletown, DE 19709 - Image 23
265 Ann Drive, Middletown, DE 19709 - Image 24
265 Ann Drive, Middletown, DE 19709 - Image 25
265 Ann Drive, Middletown, DE 19709 - Image 26
265 Ann Drive, Middletown, DE 19709 - Image 27
265 Ann Drive, Middletown, DE 19709 - Image 28
265 Ann Drive, Middletown, DE 19709 - Image 29
265 Ann Drive, Middletown, DE 19709 - Image 30
265 Ann Drive, Middletown, DE 19709 - Image 31
265 Ann Drive, Middletown, DE 19709 - Image 32
265 Ann Drive, Middletown, DE 19709 - Image 33
265 Ann Drive, Middletown, DE 19709 - Image 34
265 Ann Drive, Middletown, DE 19709 - Image 35
265 Ann Drive, Middletown, DE 19709 - Image 36
265 Ann Drive, Middletown, DE 19709 - Image 37
265 Ann Drive, Middletown, DE 19709 - Image 38
265 Ann Drive, Middletown, DE 19709 - Image 39
265 Ann Drive, Middletown, DE 19709 - Image 40
265 Ann Drive, Middletown, DE 19709 - Image 41
265 Ann Drive, Middletown, DE 19709 - Image 42
265 Ann Drive, Middletown, DE 19709 - Image 43
265 Ann Drive, Middletown, DE 19709 - Image 44
265 Ann Drive, Middletown, DE 19709 - Image 45
265 Ann Drive, Middletown, DE 19709 - Image 46
265 Ann Drive, Middletown, DE 19709 - Image 47
265 Ann Drive, Middletown, DE 19709 - Image 48
265 Ann Drive, Middletown, DE 19709 - Image 49
265 Ann Drive, Middletown, DE 19709 - Image 50
265 Ann Drive, Middletown, DE 19709 - Image 51
265 Ann Drive, Middletown, DE 19709 - Image 52
265 Ann Drive, Middletown, DE 19709 - Image 53
265 Ann Drive, Middletown, DE 19709 - Image 54
265 Ann Drive, Middletown, DE 19709 - Image 55
265 Ann Drive, Middletown, DE 19709 - Image 56
265 Ann Drive, Middletown, DE 19709 - Image 57
265 Ann Drive, Middletown, DE 19709 - Image 58
265 Ann Drive, Middletown, DE 19709 - Image 59
265 Ann Drive, Middletown, DE 19709 - Image 60
265 Ann Drive, Middletown, DE 19709 - Image 61
265 Ann Drive, Middletown, DE 19709 - Image 62
265 Ann Drive, Middletown, DE 19709 - Image 63
265 Ann Drive, Middletown, DE 19709 - Image 64
265 Ann Drive, Middletown, DE 19709 - Image 65
265 Ann Drive, Middletown, DE 19709 - Image 66
265 Ann Drive, Middletown, DE 19709 - Image 67
265 Ann Drive, Middletown, DE 19709 - Image 68
265 Ann Drive, Middletown, DE 19709 - Image 69
265 Ann Drive, Middletown, DE 19709 - Image 70
265 Ann Drive, Middletown, DE 19709 - Image 71
265 Ann Drive, Middletown, DE 19709 - Image 72
265 Ann Drive, Middletown, DE 19709 - Image 73
265 Ann Drive, Middletown, DE 19709 - Image 74
265 Ann Drive, Middletown, DE 19709 - Image 75
265 Ann Drive, Middletown, DE 19709 - Image 76
265 Ann Drive, Middletown, DE 19709 - Image 77
265 Ann Drive, Middletown, DE 19709 - Image 78
265 Ann Drive, Middletown, DE 19709 - Image 79
265 Ann Drive, Middletown, DE 19709 - Image 80
265 Ann Drive, Middletown, DE 19709 - Image 81
265 Ann Drive, Middletown, DE 19709 - Image 82
265 Ann Drive, Middletown, DE 19709 - Image 83
265 Ann Drive, Middletown, DE 19709 - Image 84
265 Ann Drive, Middletown, DE 19709 - Image 85
265 Ann Drive, Middletown, DE 19709 - Image 86
265 Ann Drive, Middletown, DE 19709 - Image 87
265 Ann Drive, Middletown, DE 19709 - Image 88
265 Ann Drive, Middletown, DE 19709 - Image 89
265 Ann Drive, Middletown, DE 19709 - Image 90
265 Ann Drive, Middletown, DE 19709 - Image 91
265 Ann Drive, Middletown, DE 19709 - Image 92
265 Ann Drive, Middletown, DE 19709 - Image 93
265 Ann Drive, Middletown, DE 19709 - Image 94
265 Ann Drive, Middletown, DE 19709 - Image 95
265 Ann Drive, Middletown, DE 19709 - Image 96
265 Ann Drive, Middletown, DE 19709 - Image 97
265 Ann Drive, Middletown, DE 19709 - Image 98
265 Ann Drive, Middletown, DE 19709 - Image 99
265 Ann Drive, Middletown, DE 19709 - Image 100
265 Ann Drive, Middletown, DE 19709 - Image 101
265 Ann Drive, Middletown, DE 19709 - Image 102
265 Ann Drive, Middletown, DE 19709 - Image 103
265 Ann Drive, Middletown, DE 19709 - Image 104
265 Ann Drive, Middletown, DE 19709 - Image 105
265 Ann Drive, Middletown, DE 19709 - Image 106
265 Ann Drive, Middletown, DE 19709 - Image 107
265 Ann Drive, Middletown, DE 19709 - Image 108
265 Ann Drive, Middletown, DE 19709 - Image 109
265 Ann Drive, Middletown, DE 19709 - Image 110
265 Ann Drive, Middletown, DE 19709 - Image 111

Single Family Home for sale in Middletown, DE

for $575,000 with 4 bedrooms and 4 full baths, 1 half bath. This 2,875 square foot home was built in 2011 on a lot size of 0.19.

*PROFESSIONAL PICTURES COMING SOON* Welcome to 265 Ann Drive in Middletown a completely renovated home offering stunning modern farmhouse style, privacy, space and an unbeatable location. This stunning property has been thoughtfully updated throughout the sellers ownership with bright, modern farmhouse finishes that create a warm yet elevated feel from the moment you step inside. Luxury vinyl plank flooring flows seamlessly throughout the main living areas, providing both durability and style with original hardwood floors still preserved underneath for future options. The main level offers light-filled living spaces designed for both everyday comfort and entertaining. The fully finished basement expands your living space even further, featuring beautiful exposed ceiling beams that add character and charm, along with a full bathroom making it the perfect space for a guest suite, home gym, media room, or additional family room. Step outside and youll find a private backyard retreat. The expansive stone patio is ideal for gatherings and summer evenings, enhanced by solar-powered lighting that creates the perfect ambiance. Wrought iron fencing surrounds the yard, and privacy trees have been thoughtfully planted along the perimeter. The lot backs to open space and a tree line, offering both scenic views and added seclusion. Practical features include a two-car garage and a spacious four-car driveway, providing plenty of parking for family and guests. Location is everything and this home delivers. Situated just five minutes from Delaware Route 1, commuting and travel are incredibly convenient. Youre only minutes from St. Georges Technical High School, shopping and dining at Christiana Mall, and the growing town of Middletown, known for its expanding restaurant scene, local businesses, and small-town charm. Completely renovated, privately situated, and perfectly located 265 Ann Drive is truly move-in ready and offers the best of modern living in one of Middletowns most convenient settings.

See more

Open House

2/22/2026 1:00 PM - 3:00 PM
265 Ann Drive Middletown, DE
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Active

Price

$ 575,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 3,587

Style

Colonial

Lot Size

0.19

Year Built

2011

Town/City

Middletown

County/Region

New Castle

MLS | Web ID

DENC2097326
Features
General
Living Area 2875
Sewer Public Sewer
Heating Central
Cooling Central A/C
Possession 0-30 Days CD
Appliances Dishwasher Disposal Stainless Steel Appliances
Zoning S
HOA Fee 195.00
Garage Spaces 2.00
Association Fee Includes Snow Removal Pool(s) Common Area Maintenance Health Club
Architectural Style Colonial
Construction Materials Vinyl Siding
School District COLONIAL
Exclusions Washer & dryer. Dining room chandelier (will be replaced with chandelier to match one in adjacent living room)
Year Built 2011
View Trees/Woods
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
Assoc Fee Paid Per Quarterly
County NEW CASTLE
New Construction N
Property Type Residential
Association Amenities Club House Exercise Room Pool - Outdoor
HOA Y
Subdivision Name CROSSLAND AT CANAL
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Total Rooms 12
Full Baths 4
Status ACTIVE
Directions 132 Christiana Mall Newark DE 19702  Get on DE-1 S 2 min (0.6 mi)  Follow DE-1 S US-13 S and DE-1 S to Lorewood Grove Rd. Take exit 148 from DE-1 S 9 min (9.8 mi)  Continue on Lorewood Grove Rd
City MIDDLETOWN
Association Name ASSOCIATION MID ATLANTIC
Senior Community Y/N N
MLS Area South Of The Canal (30907)
Lot Size Units Square Feet
Lot Size Square Feet 8276.00
Tax Annual Amount 3587.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 200.0
Acceptable Financing Conventional Cash FHA VA
Lease Considered Y/N N
Vacation Rental Y/N N
Standard Status Active
Year Built Source Estimated
Legal Subdivision CROSSLAND AT THE CANAL
Tax Lot 262
See more
Interior
Interior Amenities Crown Moldings Dining Area Exposed Beams Family Room Off Kitchen Formal/Separate Dining Room Kitchen - Eat-In Kitchen - Gourmet Kitchen - Island Pantry Primary Bath(s) Recessed Lighting Upgraded Coun
Heating Fuel Natural Gas
Basement Fully Finished
Flooring Hardwood Luxury Vinyl Plank Carpet
Total Fireplaces 1
Fireplace Features Brick
Hot Water Natural Gas
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2875
Half Baths 1
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Room Type Living Room Dining Room Bedroom 2 Bedroom 3 Bedroom 4 Bedroom 1 Bathroom 1 Bathroom 2 Bonus Room Half Bath
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
See more
Exterior
Pool Yes - Community
Fencing Wrought Iron
Parking Features Asphalt Driveway
Lot Features Backs - Open Common Area Backs to Trees Cul-de-sac Front Yard Private
Water Source Public
Inclusions see disclosures
Garage Features Garage - Front Entry
Type of Parking Attached Garage Driveway On Street
Foundation Details Concrete Perimeter
Water View Y/N N
Lot Size Acres 0.19
Lot Size Source Estimated
Waterfront Y/N N
Horse Y/N N
Land Assessed Value 87500.00
Navigable Water Y/N N
Water Oriented Y/N N
See more
Internal Only
Street Number 1 265
See more
* Excluded Features
List By
Crown Homes Real Estate

Broker

madeline@crownhomes.com

Email

Affordability Calculator

$3,839
Per Month
92%
8%
0%
Monthly Principal & Interest
$3,540
Monthly Property Taxes
$299
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3533338 Elementary School
3534001 Middle School
William Penn High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
2/17/2026$575,000 Listed Price

Map

More homes like this one

homes for you

See all
See all

265 Ann Drive, Middletown, DE, 19709 is a Single Family Home for sale at $575,000 with 2,875 sqft and a lot size of 0.19. 265 Ann Drive has 4 bedrooms, 4.1 baths, and was built in 2011. The property's zip code is 19709 which is in Middletown, DE

Get more info