33437 Islander Drive Millsboro, DE $ 1,450,000
33437 Islander Drive
$ 1,450,000
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33437 Islander Drive

Millsboro, DE, 19966
$ 1,450,000
Bedrooms4 Baths4.1 Sq 3,651

Monthly Estimate*

$ 9,046

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Single Family Home for sale in Millsboro, DE

for $1,450,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,651 square foot home was built in 2016 on a lot size of 0.26.

The welcoming covered entry of 33437 Islander Drive invites you inside to explore this exceptional luxury home, designed with enduring vision for resort-style living at home. Nestled in the sought-after, amenity-rich community of The Peninsula on Indian River Bay, this expanded Cassidy model balances coastal style, colonial design cues, and contemporary flair. Every room of this residence reflects polished elegance, sophisticated detail, and thoughtful upgrades that make it truly one-of-a-kind. Step inside and you are greeted with exquisite design elements, gorgeous hardwood flooring, feature lighting, detailed architectural moldings, and an open floor plan that unfolds beautifully from one space to the next. The great room makes a stunning first impression with its two-story ceiling, floor-to-ceiling stone fireplace flanked by custom built-ins, and a wall of stacked picture windows topped by transoms, filling the space with natural light and framing views of the expanded courtyard, outdoor kitchen, and gardens. The gourmet kitchen is as functional as it is beautiful, featuring stainless steel appliances with range hood, Quartz countertops, gray glass subway tile backsplash, crisp-white 42 custom cabinetry, and an oversized L-shaped peninsula with breakfast bar. A thoughtfully redesigned walk-in pantry with custom birch shelving, a dry bar area in the dining nook, and abundant storage throughout the home reflect the owners eye for both form and function. The adjacent dining area offers spectacular views of the outdoors, creating the perfect setting for celebratory meals. Everyday conveniences are elevated with a custom laundry room outfitted with a sink, cabinetry, folding station, and concealed hampers, along with a professionally redesigned mudroom that accommodates golf bags and sports equipment. The oversized garage has been enhanced with slat walls, a bank of cabinets, and countertops for organized storage. The first-floor primary suite is a serene retreat, appointed with a tray ceiling, a shiplap-accented wall, wrap-around windows, private patio access, and two of the largest closets found in The Peninsula, redesigned with upgraded shelving and storage systems. The spa-like ensuite boasts dual vanities, a glass-enclosed shower with bench and transom window, and a private water closet. Two additional first-floor guest bedrooms, one with an ensuite bath, and one with a dedicated full bathroom, provide comfort and convenience for visiting family or older guests. A private office with bump-out window and a powder room completes the main level. Upstairs, a loft offers a relaxing retreat for reading, puzzles, or quiet leisure, alongside a spacious bedroom and dual access bath. A large unfinished attic storage room provides exceptional space rarely found in homes of this design and offers endless possibilities. The exterior living spaces are equally captivating. The terraced courtyard has been expanded to include a firepit area, an outdoor kitchen with granite bar seating, built-in refrigerator, grill, griddle, and trash system, plus a cozy gas fireplace, creating a private resort-style setting for entertaining or unwinding. Additional touches include wallpaper accents in the powder room, primary bath, and front bath; painted closets and pantry interiors; and shiplap details in the loft and laundry room. Beyond the home itself, the location within The Peninsulas, centrally located, exceptional Lakeside neighborhood enhances its appeal. Larger lot sizes provide a more open, less congested feel, and Islander Drive ends in a quiet cul-de-sac with limited traffic. Life here offers not only this remarkable residence but also access to the Peninsulas world-class amenitiesJack Nicklaus Signature Golf, pools, sports facilities, bayfront beach, and endless opportunities to live your best coastal life. Why wait to build when this thoughtfully designed, move-in-ready home is available now!

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Single Family Contingent

Price

$ 1,450,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 1,684

Style

Coastal,Colonial,Contemporary

Lot Size

0.26

Year Built

2016

Town/City

Millsboro

County/Region

Sussex

MLS | Web ID

DESU2091104

Features
General
Living Area 3651
Sewer Public Sewer
Heating Forced Air Heat Pump(s) Central Ceiling
Cooling Ceiling Fan(s) Central A/C Programmable Thermostat
Possession Settlement
Roof Architectural Shingle Metal Pitched
Appliances Built-In Microwave Cooktop Dishwasher Disposal Dryer Exhaust Fan Oven - Double Oven - Self Cleaning Oven - Wall Range Hood Refrigerator Stainless Steel Appliances Washer Water Heater - Tankless
Zoning MR
HOA Fee 1153.00
Garage Spaces 2.00
Association Fee Includes Cable TV Common Area Maintenance Health Club High Speed Internet Lawn Maintenance Pool(s) Recreation Facility Road Maintenance Security Gate Snow Removal Trash
Patio/Porch Features Patio(s)
Architectural Style Coastal Colonial Contemporary
Security Features Carbon Monoxide Detector(s) Security System Smoke Detector
Construction Materials Cement Siding
School District INDIAN RIVER
Exclusions Garage Refrigerator -Ask Listing Agent
Year Built 2016
Electric 200+ Amp Service Circuit Breakers
View Garden/Lawn Golf Course Panoramic Pond
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Building Name NONE AVAILABLE
Accessibility Doors - Lever Handle(s) Doors - Swing In
Assoc Fee Paid Per Quarterly
County SUSSEX
New Construction N
Property Type Residential
Association Amenities Bar/Lounge Basketball Courts Beach Bike Trail Billiard Room Cable Club House Common Grounds Community Center Dining Rooms Dog Park Exercise Room Fitness Center Game Room Gated Community Golf Club Gol
HOA Y
Subdivision Name PENINSULA
Facing Direction East
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 4
Status ACTIVE UNDER CONTRACT
Directions Route 24 to Bay Farm Road. Straight Ahead to Main entrance of The Peninsula. Stay Left to GUEST side at Security Gate House. You must be registered to enter. Contact Listing Agent.
City MILLSBORO
Disclosures Lead Based Paint - State Radon Subject to Condo/HOA Docs
Association Name LEGUM NORMAN
Senior Community Y/N N
MLS Area Indian River Hundred (31008)
Lot Size Units Square Feet
Lot Size Square Feet 11326.00
Tax Annual Amount 1684.42
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 3
Bathrooms Count Main Level 4.00
Price Per Sq Ft Total AG 397.15
Acceptable Financing Cash Conventional
Community Pool Features Fenced Filtered Heated In Ground Indoor Lap/Exercise Pool/Spa Combo Other
Vacation Rental Y/N N
Virtual Tour https://media.homesight2020.com/33437-Islander-Drive/idx
Sussex DE Quadrants Between Rt 1 & 113
Builder Name Schell
Standard Status Active Under Contract
Year Built Source Assessor
Legal Subdivision Peninsula
Tax Lot 59
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Interior
Interior Amenities Built-Ins Carpet Ceiling Fan(s) Combination Dining/Living Combination Kitchen/Dining Combination Kitchen/Living Dining Area Entry Level Bedroom Floor Plan - Open Kitchen - Gourmet Kitchen - Island Pa
Heating Fuel Natural Gas
Flooring Ceramic Tile Partially Carpeted Engineered Wood
Total Fireplaces 3
Fireplace Features Gas/Propane Mantel(s) Stone Other
Hot Water Tankless
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 3651
Half Baths 1
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Bedroom 4 Kitchen Foyer Laundry Loft Mud Room Office Storage Room
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Exterior Amenities Bump-outs Extensive Hardscape Exterior Lighting Street Lights Underground Lawn Sprinkler Other
Pool Yes - Community
Parking Features Concrete Driveway
Lot Features Backs - Open Common Area Front Yard Landscaping Rear Yard SideYard(s)
Water Source Public
Garage Features Garage - Front Entry Garage Door Opener Oversized Inside Access
Type of Parking Attached Garage Driveway
Foundation Details Crawl Space
Spa N
Water View Y/N Y
Lot Dimensions 80.00 x 142.00
Lot Size Acres 0.26
Lot Size Source Assessor
Waterfront Y/N N
Door Features Six Panel
Builder Model Cassidy-Expanded
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 33437
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* Excluded Features
List By
Northrop Realty

Broker

judithdourgarian@northroprealty.com

Email

Affordability Calculator

$9,186
Per Month
98%
2%
0%
Monthly Principal & Interest
$9,046
Monthly Property Taxes
$140
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2314467 Elementary School
2314468 Middle School
Sussex Central High School High School
Pricing History
DatePricePrice ChangeDescription
7/24/2025$1,450,000 Listed Price

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33437 Islander Drive, Millsboro, DE, 19966 is a Single Family Home for sale at $1,450,000 with 3,651 sqft and a lot size of 0.26. 33437 Islander Drive has 4 bedrooms, 4.1 baths, and was built in 2016. The property's zip code is 19966 which is in Millsboro, DE