Welcome to 95 Caldwell Road – a one-of-a-kind retreat where every day feels like a vacation. Lovingly restored over 20 years with high-end finishes and thoughtful upgrades, this exceptional home is nestled in the sought-after waterfront community of Chesapeake Isle. With breathtaking seasonal water views, golden sunsets, and seamless indoor-outdoor living, it’s ideal for those who value creativity, individuality, and an active, nature-connected lifestyle. At the heart of the home is the updated kitchen and spacious dining area, the central hub that connects to every corner of daily life. From here, step into the show stopping great room, where soaring ceilings, panoramic windows, and French doors lead to a full-length Trex deck—the perfect place to take in serene sunsets and a future potential screened-in porch. The main level also features: A bedroom and full bath—ideal for guests or one-level living. A home office with two sliding doors to the deck, connected to a cozy library nook—perfect for remote work or quiet reflection. An open dining space with its own sliding door to the deck for effortless indoor-outdoor flow. Upstairs, the primary suite includes a walk-in closet, private en-suite bath, and a balcony overlooking the great room. The second bedroom features its own walk-in closet and en-suite bath. Both overlook the backyard with seasonal water views and dramatic sunsets. Outdoor highlights include: Trex back deck and front porch for low-maintenance enjoyment, Fenced backyard with wooded privacy and water views. A fully finished oversized shed—ideal as a studio, he-/she-shed, or creative retreat. Three sliding glass doors and French doors opening to the deck. Additional features include a full house generator, Geothermal heating, cooling, and contributing to the hot water heater. ; gutter guards on house and shed; partially finished basement currently used as a home gym and rec area. From the basement enter the oversized two-car garage with interior access and back access through another smaller roll-up garage door. Enjoy all that Chesapeake Isle offers: a private beach, boat ramp, mooring area, fishing pier, community pavilion, and wide-open green spaces. Nature lovers will appreciate the proximity to Elk Neck State Park and Turkey Point Lighthouse, while active enthusiasts can take advantage of nearby hiking, biking, and water sports. Just a short drive away, the charming town of North East, MD offers an abundance of dining options, boutiques, and waterfront cafés—perfect for weekend strolls or dinner out. More than a home, this is a lifestyle built for beauty, connection, and inspired living. Schedule your private showing today.
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
—
Baths
2
Stories
1.5
Lot width
—
Lot depth
—
Lot size
0.52 Acres
Year renovated
—
Sq. Ft.
2,895
Year built
1983
Style
Single Family Residential
County
Cecil County
APN
05 025907
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 19, 2026.
RR
Rural Residential District
The purpose of the Rural Residential zone is to recognize existing developments and settlements in the rural and waterfront areas of the County and to provide for a manageable amount of rural residential development. It is the intent of this Ordinance to permit uses in the RR zone that do not conflict with the residential character of these areas. Low density residential development is permitted.
Permitted uses
Include but are not limited to:
Agriculture
Religious facility
Day care facility
Housing-Single unit
Housing-Other
Infrastructure
Educational/school
Fire house
Police station
Timberland
Property details
Parking
Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Front Entry, Garage Door Opener, Basement Garage
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Asphalt Driveway
Driveway, Attached Garage
Interior
Bedroom Information
# of Bedrooms On 1st Upper Level: 2
# of Bedrooms On Main Level: 1
Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Full): 3
Interior Information
Appliances: Built-In Microwave, Dishwasher, Dryer, Oven/Range - Gas, Refrigerator, Six Burner Stove, Water Heater