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Back 88 Caldwell Rd
Off Market

88 Caldwell Rd

North East MD 21901

3
2
4
1900 sq. ft.
45738 sq. ft.
Single-Family
Last sold for $375,000
Travis MyersTravis Myers, last sold this property on 24 September 2026 after 34 days on market.

Overview

Welcome to 88 Caldwell Rd where the vacation lifestyle you've been dreaming of can be yours year-round! Tucked away on a spacious 1.05-acre lot in the waterfront community of Chesapeake Isle, this 3-bedroom, 2-full-bath home offers the perfect blend of privacy, outdoor living, and access to the water. Step inside to a newly remodeled kitchen featuring granite countertops and stainless steel appliances. The flexible floor plan offers plenty of room to spread out, including a possible 4th bedroom, home office, guest space, or bonus room in the basement. A walkout basement provides direct access to the fenced backyard, while the large front deck and backyard patio give you multiple places to entertain, or simply enjoy the peaceful wooded surroundings. Big-ticket updates and features add even more value, including HVAC in 2020, water heater in 2022, whole-house generator, and attached garage with interior access. The large driveway provides plenty of parking with room for your boat, trailer, and other outdoor toys. Chesapeake Isle is a water enthusiast's dream, offering a community boat ramp, mooring area, dinghy and kayak storage, private beach, pavilion, and volleyball/pickleball court, along with an active community social calendar. Enjoy easy access to the Elk and North East Rivers and spend your weekends boating, kayaking, fishing, or relaxing by the water. Located next to Elk Neck State Park and Turkey Point Lighthouse and just minutes from downtown North East's restaurants, shops, marinas, and waterfront attractions, this home puts outdoor adventure and small-town charm right at your fingertips. Bring your boat, bring your toys, and start enjoying the Chesapeake lifestyle!

Features

3 bedrooms
2 bathrooms
4 carspaces
2 garage spaces
1900 sq. ft. floor area
45738 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in North East over the last 12 months, the estimated median property value of 88 Caldwell Rd is $375k.

Median value
$375k
Estimated value range
$175k - $787.83k
Median days on market
11
Estimated value trend
-1%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in North East. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 88 Caldwell Rd

2026
Sold
$375,000
24 Sep 2026 by Travis Myers, of REMAX Chesapeake | Elkton
2024
Sold
$349,900
09 Sep 2024 by Alice Bennett, of Gregg Team Realty
2018
Sold
$203,000
17 Apr 2018 by Charles Roosa, of Key Realty, Incorporated

Happy sellers in North East

<50%
50% of sellers in North East reported that their sale price either exceeded or met their price expectations.

North East stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 4 reviews in North East over the last 12 months.

Local market activity for 3 bedroom single-family properties in North East

In the last 12 months, 86 three-bedroom single-family properties similar to 88 Caldwell Rd, have been sold.

This represents a 20% decrease in three-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in North East

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Julie Strickler

Julie Strickler is an award winning recommended agent for North East.  They have 7 local sales and collected 2 local reviews across the last 12 months.

  •   5   (55 reviews)
  •  2 Reviews in North East
  •  7 Sales in North East
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Stephanie Burns

Stephanie Burns is an award winning recommended agent for North East.  They have 3 local sales and collected 2 local reviews across the last 12 months.

  •   5   (71 reviews)
  •  2 Reviews in North East
  •  3 Sales in North East
View profile
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Tracy McCullough

Tracy McCullough is an award winning recommended agent for North East.  They have 12 local sales and collected 1 local review across the last 12 months.

  •   5   (19 reviews)
  •  1 Review in North East
  •  12 Sales in North East
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Amber Stapleton

Sellers who recommend Amber Stapleton have praised them for being local expert, responsive, attentive, strategic, friendly, and reliable

  •   5   (112 reviews)
  •  1 Review in North East
  •  5 Sales in North East
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