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$2,110,000
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Property Description
Welcome to Seaside Rendezvous -- This spectacular Key-West style home is truly a seashore oasis located in the coveted north end of Dewey Beach know as Rehoboth by the Sea. This resort hideaway is a one-of-a-kind property featuring a spectacular 12 x 27 heated, in ground private pool with water fall feature surrounded by tropical landscaping with gorgeous palms, seasonal red geraniums and 6 ft privacy fence surrounding the entire property. A large patio with sun lounge chairs and al fresco dining area surround the pool. Relax here, or take a short three minute walk to sink your toes into the sand and the Atlantic Ocean. Many nights you can hear the waves crashing on the large, 12x24 screened porch overlooking the pool and lake just across the street. The home features an open concept great room with living/dining areas with beautiful vaulted wood ceilings, exquisite tongue and groove hardwood floors, updated kitchen and baths, central heat and air conditioning. A wall of floor to ceiling glass separates the porch and great room allowing natural light to flow freely throughout the main rooms. There are two primary suites w/full ensuite baths, one off the great room and one in the new addition (added in 2023). Two additional bedrooms (queen and queen with bunk beds) share a hall bath -- all have vaulted wood ceilings and hardwood floors. There is a small private deck off the rear primary suite. Excellect rental history / summer prime weeks at $15,000 per week. Two off street parking spaces. The home is beautifully designed and decorated - furnishings negotible. This is a Land Lease property with 32 years left on the land lease. Land rent approx. $11,000 annually with increases every five years (not every year). RENTAL INCOME 2024 was $189,000.00 Rent just two weeks and it pays your land lease and most expenses!
Full Property Details
Full Property Details for 114 Chesapeake St
General
- Sold For: $2,110,000
- Taxes: $1,467 (2025)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: DESU2097676
- Added to Site: 112 day(s) ago
Interior
- Rooms/Areas: Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 1
- Interior Features: Ceiling Fan(s), Combination Dining/Living, Exposed Beams, Floor Plan - Open, Sprinkler System, Window Treatments, Wood Floors
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Dishwasher, Dryer - Electric, Extra Refrigerator/Freezer, Range Hood, Microwave, Refrigerator, Washer, Water Heater
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Main Floor Baths: 3
- Main - Full Baths: 3
Bedrooms
- Total Bedrooms: 4
- Bedrooms Main & Up: 4
Other Rooms
- Laundry: Main Floor
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated, In Ground, Saltwater
- Security/Safety: Smoke Detector, Non-Monitored
Exterior
- Exterior Features: BBQ Grill, Sidewalks, Exterior Lighting
- Porch/Patio/Deck: Porch(es), Patio(s)
Parking
- Total Spaces: 2
- Parking Type: Driveway
Location
- Area: Lewes Rehoboth Hundred (31009)
- County: SUSSEX
- Subdivision: REHOBOTH BY THE SEA
- Cross Streets: King Charles
- Driving Directions: Rehoboth, Rt 1 south, left on Cullen, left Bayard, 3 blocks, right on Chesapeake - house on right
- Direction Faces: North
School Information
- School District: Cape Henlopen
- High School: Cape Henlopen
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Central
- Heating Fuel: Electric
- Water Heater: 60+ Gallon Tank
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Above Ground
Structural Information
- Architectural Style: Other
- Structure Type: Detached
- Construction: Frame
- Foundation: Slab, Block
- Roof: Asbestos Shingle
- Walls/Ceilings: Beamed Ceilings
- Stories Description: Main
- Square Feet: 2,000
- Sq. Ft. Source: Estimated
- Living Area: 2,000 Sq. Ft.
- Finished Above Grnd: 2,000 Sq. Ft.
- Year Built: 1960
- Year Built Source: Estimated
- Property Condition: Excellent
Lot Features
- Lot Size (Acres): 0.11
- Lot Size (Sq. Ft.): 4,792
- Lot Size Source: Assessor
- Lot Dimensions: 50.00 x 100.00
- Zoning: TN
- Fencing (Description): Privacy
Financial Considerations
- Price Per Sq. Ft.: $1,075
- Land Lease Fee: $11,000
- Land Lease Fee Freq: Annually
- Assessment Year: 2025
- School Tax: $1,318
- County Tax: $149
- County Tax Freq: Annually
- Tax Amount: $1,467
- Tax Year: 2025
- Terms: Standard Sale
Disclosures and Reports
- Ownership: Land Lease
- Exclusions: Furniture negotiable through third party
- Inclusions: Washer dryer, pool equipment (pool pump new 2025) , kitchen appliances, ceiling fans, screens (where applicable) window treatments,
- Lot Number: 86
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Schools
Schools serving 114 Chesapeake St
School District:Cape Henlopen School District
| Name | Grades | Distance |
|---|---|---|
Rehoboth Elementary School 500 Stockley Street, Rehoboth Beach, DE 19971 | PK-6 | 0.7 mi |
Mariner Middle School 16391 Harbeson Road, Milton, DE 19968 | 5-8 | 13.4 mi |
Cape Henlopen High School 1250 Kings Highway, Lewes, DE 19958 | 8-12 | 5.5 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 114 Chesapeake St
Date
Details
Price
Change
Source
1/08/2026
Sold
$2,110,000
-1.86%
MLS
9/26/2025
Listed
$2,150,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
114 Chesapeake Street, Dewey Beach, DE 19971 (MLS# DESU2097676) is a Single Family property that was sold at $2,110,000 on January 08, 2026. This property was sold by The Real McCoy Group from our Coastal Delaware Office.Want to learn more about 114 Chesapeake Street? Do you have questions about finding other Single Family real estate for sale in Dewey Beach? You can browse all Dewey Beach real estate or contact a Coldwell Banker agent to request more information.


