95 CALDWELL ROAD, NORTH EAST, MD 21901 - Turning Houses into Homes!

$589,500

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… Read More 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 cafe9;s - 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. Read Less

Courtesy of Joanna Chaffee, EXP Realty, LLC [email protected]

Listing Snapshot

Days Online

Last Updated

Jul 12, 2025

Property Type

Single Family Residential

Beds

Full Baths

Square Ft.

2,895

Lot Size

0.52 Acres

Year Built

1983

MLS Number

MDCC2017022

30 Days Snapshot Of 21901

$381k

-2%

(avg) sold price

-5%

homes sold

+25%

(avg) days on market

Snapshot

Area Map

Additional Details

Property Access

Canoe/Kayak, Fishing Allowed, Boat - Powered, Personal Watercraft (PWC), Public Beach, Waterski/Wakeboard, Private Access

Appliances & Equipment

Built-In Microwave, Dishwasher, Dryer, Oven/Range - Gas, Refrigerator, Six Burner Stove, Water Heater

Basement

Connecting Stairway, Full, Garage Access, Improved, Interior Access, Outside Entrance

Building

2,895 sqft living area, 2,895 sqft above grade (finished), 1,770 sqft below grade (unfinished), Built in 1983, Structure Type: Detached, 3 levels, Traditional

Cooling

Geothermal, Geothermal

Fireplaces

1 fireplace

Garage

2 garage spaces

Water Features

Navigable Water, Water Access, Water Body Type: River, Water Oriented

Heating

Geo-thermal, Forced Air

Home Owner's Association

HOA Fee: $360, Fee Freq: Annually, Beach, Boat Dock/Slip, Boat Ramp, Mooring Area, Water/Lake Privileges, Volleyball Courts, Tot Lots/Playground, Pier/Dock

Interior Features

Combination Dining/Living, Entry Level Bedroom, Floor Plan - Open, Primary Bath(s)

Lot

22,600 sqft, 0.52 acres

Parking

Asphalt Driveway

Property

Other Structures: Above Grade, Below Grade, View: Water, Trees/Woods

Sewer

Septic = # of BR

Taxes

County Tax: $3,458, County Tax Pymnt Freq: Annually, Tax Annual Amount: $3,518, Tax Year: 2024

Find The Perfect Home

'VIP' Listing Search

Whenever a listing hits the market that matches your criteria you will be immediately notified.

Join The List

Mortgage Calculator

Selling price

Down payment

Term (years)

Interest rate (%)

Monthly Payment

Buyers

Sellers

Management

About Us

95 CALDWELL ROAD

'VIP' Listing Search

Schools In The Area

Similar Listings

Find My Dream Home

1. Neighborhoods

2. Home Type

3. Send