Schedule Tour
$600,000

268 Ann Dr

Middletown, DE
ACTIVE-BRIGHT
4
Bedrooms
3.5
Bathrooms
4,150
Square Feet
0.26
Lot Size (acres)
2011
Year Built
7
Days On Market

Welcome to 268 Ann Drive, a beautifully maintained and thoughtfully upgraded home in the desirable community of Crossland at the Canal, where exceptional versatility, quality improvements, and resort-style amenities come together! Offering approximately 3,200 square feet of finished living space, not including the partially finished basement, this 4-bedroom, 3.5-bath home has been enhanced with upgrades that discerning buyers will truly appreciate. Gorgeous hardwood flooring extends throughout the main and upper levels, while seven additional windows bring an abundance of natural light into the home. The spacious kitchen features a gas range, generous cabinetry, and additional counter space, creating an inviting setting for everyday living and entertaining. One of the home’s most impressive features is the extended first-floor living area, complete with its own dedicated mini-split heating and cooling system. Currently enjoyed as a second living room, this flexible space offers exciting possibilities for a future main-level bedroom and sitting area, guest retreat, or multigenerational living arrangement. A first-floor laundry room and powder room add everyday convenience. Upstairs, the spacious primary suite offers a beautifully updated bathroom featuring a separate shower and soaking tub, double vanity with quartz countertop, and generous linen storage. Two additional bedrooms, another full bathroom, and a versatile loft complete the upper level. The finished lower level is equally impressive, featuring a legal and permitted fourth bedroom with its own full bathroom, providing wonderful accommodations for guests or extended living arrangements. Movie nights become an experience of their own in the dedicated home theater, where the projector, large screen, and surround sound system are all included! Additional unfinished space provides valuable storage. Outside, enjoy a private, tree-lined backyard with a patio perfect for outdoor dining, entertaining, or simply relaxing. Additional improvements include a repaved driveway, storm doors with screens, an 8kW Generac generator, and a newer roof installed in 2022. The solar system provides an additional energy feature. For added peace of mind, the sellers have proactively completed a pre-listing home inspection and addressed the major items identified. Radon testing also returned results within acceptable levels. Crossland at the Canal offers a wonderful community lifestyle with an outdoor swimming pool, clubhouse, and community recreation areas. Conveniently located near Route 1, shopping, restaurants, and everyday amenities, this home offers the perfect combination of neighborhood charm and accessibility. With its flexible living spaces, exceptional upgrades, private setting, and extensive list of included features, 268 Ann Drive is a home that truly deserves to be experienced in person. Schedule your private tour today!

Take the 3D virtual tour →

Listing Information

Listing Updated
5 days ago
Listed By
Charlie F Fiorillo III, 3025531520 · KW Empower, 2156273500
MLS#
DENC2114032
Source
Bright
Status
ACTIVE-BRIGHT

Facts & Features

Location

Community Information

Address
268 Ann Dr, Middletown, DE 19709
City
Middletown
County
New Castle
Neighborhood
CROSSLAND AT CANAL
Zip Code
19709

Architecture

Bedrooms
4
Bathrooms
3.5
Year Built
2011
Style
Colonial
Construction Materials
Vinyl Siding
Building Area
4,150 sq. ft.
Foundation
Block, Concrete Perimeter
Roof
Asphalt
Levels
Two
Garage
Yes
Garage Spaces
2
Parking Features
Driveway, Attached, Garage Door Opener, Garage

Features & Amenities

Appliances
Dishwasher, Microwave, Refrigerator, Washer, Disposal, Oven, Gas Water Heater
Flooring
Hardwood, Ceramic Tile
Patio and Porch
Patio
Community Features
Pool, Sidewalks, Street Lights
Cooling
Ductless, Central Air, Electric
Heating
Forced Air, Natural Gas

Property Features

Lot Size
0.26 Acres
Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Sewer Available, Electricity Available, Water Available, Natural Gas Available

Square Footage

Above Grade
3,200 sq. ft.
Total
4,150 sq. ft.

Tax & Financial Information

List Price
$600,000
Annual Taxes
$4,071
Association Fee
$208 (paid Quarterly)
Fee Includes
Snow Removal
Association Amenities
Clubhouse

Schools

100/100
Southern Elementary School
Elementary · Grades KG–05 · 2.6 mi
City
New Castle
Students
878
Parent reviews
5.0★ avg · 2 reviews
Student body
44% Black · 38% White · 9% Hispanic / Latino
Free/reduced lunch
40%
Phone
(302) 832-6300
75/100
Cedar Lane Elementary School
Elementary · Grades 01–05 · 2.9 mi
City
Middletown
Students
703
Parent reviews
5.0★ avg · 2 reviews
Student body
63% White · 20% Black · 8% Asian
Phone
(302) 378-5045
55/100
Cedar Lane Early Childhood Center
Elementary · Grades KG–KG · 2.8 mi
City
Middletown
Students
265
Student body
43% White · 28% Asian · 15% Black
Phone
(302) 449-5873
54/100
Wilbur (Kathleen H.) Elementary
Elementary · Grades KG–05 · 3.3 mi
City
Bear
Students
1,151
Student body
48% Black · 29% White · 16% Hispanic / Latino
Phone
(302) 832-6330
54/100
Loss (Olive B.) Elementary School
Elementary · Grades 01–05 · 4.8 mi
City
Bear
Students
576
Student body
42% White · 30% Asian · 16% Black
Phone
(302) 832-1343
53/100
St. Georges Technical High School
High · Grades 09–12 · 0.7 mi
City
Middletown
Students
1,198
Student body
43% White · 34% Black · 14% Hispanic / Latino
Phone
(302) 449-3360
53/100
Lorewood Grove Elementary School
Elementary · Grades 01–05 · 1.2 mi
City
Middletown
Students
492
Student body
42% White · 25% Black · 21% Asian
Phone
(302) 842-2575
52/100
Bedford (Gunning) Middle School
Middle · Grades 06–08 · 2.4 mi
City
New Castle
Students
1,035
Student body
51% Black · 32% White · 11% Hispanic / Latino
Phone
(302) 832-6280

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
10/31/2026Listed for sale$600,000

Listed by Charlie F Fiorillo III · KW Empower · 2156273500

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Bright. All rights reserved.

Last Updated: November 2, 2026 at 4:02 AM | Source: Bright | MLS#: DENC2114032

Let's work together

Start Your Real Estate Journey

Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, Ashley Stout is here to help. Reach out and expect a response within one business day.

How can I help?

Ashley Stout is here to help. Reach out and expect a response within one business day.

Lending calculator

Make A Plan For Your Purchase

Know what you can afford before you start shopping — then run the numbers on any home you have in mind.

How much house can I afford?

$500,000
You can afford
$0
Monthly payment
  • Principal & interest
  • Property taxes
  • Homeowner's insurance
  • HOA dues

Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.

Want to know more?

Frank Ranzino is here to help. Reach out and expect a response within one business day.

Mortgage pre-approval

Your Next Chapter Starts With Just A Few Steps

Before you fall in love with a home, know what you can afford. Fill out a quick pre-approval so you're ready to make your move — on your timeline.

Frank Ranzino
CityWide Home Mortgage
Frank Ranzino
LO NMLS: #1532574

Pre-approval made easy

We're here to help you find the best option, not to help the best option find you. Trust that your information will not be shared with many different lenders like so many platforms do.