33437 Islander Dr Millsboro, DE 19966
The Peninsula NeighborhoodEstimated payment $8,144/month
Highlights
- Beach
- Golf Club
- Fitness Center
- Pier or Dock
- Bar or Lounge
- Cabana
About This Home
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 Peninsula’s, 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 Peninsula’s world-class amenities—Jack 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!
Listing Agent
(302) 947-9100 judithdourgarian@northroprealty.com Northrop Realty License #RS-0025243 Listed on: 08/07/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $1,684
Year Built
- Built in 2016
Lot Details
- 0.26 Acre Lot
- Lot Dimensions are 80.00 x 142.00
- Backs To Open Common Area
- East Facing Home
- Landscaped
- Extensive Hardscape
- Sprinkler System
- Back, Front, and Side Yard
- Property is in excellent condition
- Property is zoned MR
HOA Fees
- $384 Monthly HOA Fees
Parking
- 2 Car Direct Access Garage
- Oversized Parking
- Front Facing Garage
- Garage Door Opener
- Driveway
Property Views
- Pond
- Panoramic
- Golf Course
- Garden
Home Design
- Colonial Architecture
- Coastal Architecture
- Contemporary Architecture
- Bump-Outs
- Pitched Roof
- Architectural Shingle Roof
- Metal Roof
- Cement Siding
Interior Spaces
- 3,651 Sq Ft Home
- Property has 2 Levels
- Open Floorplan
- Central Vacuum
- Built-In Features
- Tray Ceiling
- Two Story Ceilings
- Ceiling Fan
- Recessed Lighting
- 3 Fireplaces
- Stone Fireplace
- Fireplace Mantel
- Gas Fireplace
- Six Panel Doors
- Mud Room
- Entrance Foyer
- Living Room
- Dining Room
- Home Office
- Loft
- Storage Room
- Crawl Space
Kitchen
- Gourmet Kitchen
- Built-In Self-Cleaning Double Oven
- Cooktop with Range Hood
- Built-In Microwave
- Dishwasher
- Stainless Steel Appliances
- Kitchen Island
- Upgraded Countertops
- Disposal
Flooring
- Engineered Wood
- Partially Carpeted
- Ceramic Tile
Bedrooms and Bathrooms
- En-Suite Bathroom
- Walk-In Closet
Laundry
- Laundry Room
- Laundry on main level
- Dryer
- Washer
Home Security
- Home Security System
- Carbon Monoxide Detectors
- Fire and Smoke Detector
Accessible Home Design
- Doors swing in
- Doors with lever handles
Outdoor Features
- Cabana
- Patio
- Exterior Lighting
Schools
- Sussex Central High School
Utilities
- Forced Air Heating and Cooling System
- Heating unit installed on the ceiling
- Heat Pump System
- Vented Exhaust Fan
- Programmable Thermostat
- 200+ Amp Service
- Tankless Water Heater
- Cable TV Available
Listing and Financial Details
- Tax Lot 59
- Assessor Parcel Number 234-30.00-170.00
Community Details
Overview
- Association fees include cable TV, common area maintenance, health club, high speed internet, lawn maintenance, pool(s), recreation facility, road maintenance, security gate, snow removal, trash
- Legum Norman HOA
- Built by Schell
- Peninsula Subdivision, Cassidy Expanded Floorplan
- Property Manager
Amenities
- Picnic Area
- Common Area
- Sauna
- Clubhouse
- Game Room
- Billiard Room
- Community Center
- Meeting Room
- Party Room
- Community Dining Room
- Recreation Room
- Bar or Lounge
Recreation
- Pier or Dock
- Beach
- Golf Club
- Golf Course Community
- Golf Course Membership Available
- Tennis Courts
- Community Basketball Court
- Community Playground
- Fitness Center
- Community Indoor Pool
- Community Pool or Spa Combo
- Heated Community Pool
- Lap or Exercise Community Pool
- Putting Green
- Dog Park
- Jogging Path
- Bike Trail
Security
- Security Service
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $1,685 | $54,600 | $5,000 | $49,600 |
| 2024 | $2,282 | $54,600 | $5,000 | $49,600 |
| 2023 | $2,279 | $54,600 | $5,000 | $49,600 |
| 2022 | $2,243 | $54,600 | $5,000 | $49,600 |
| 2021 | $2,152 | $54,600 | $5,000 | $49,600 |
| 2020 | $2,054 | $54,600 | $5,000 | $49,600 |
| 2019 | $2,045 | $54,600 | $5,000 | $49,600 |
| 2018 | $2,064 | $54,600 | $0 | $0 |
| 2017 | $2,082 | $54,600 | $0 | $0 |
| 2016 | $168 | $5,000 | $0 | $0 |
| 2015 | $173 | $5,000 | $0 | $0 |
| 2014 | $171 | $5,000 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/07/2025 08/07/25 | For Sale | $1,450,000 | +52.6% | $397 / Sq Ft | |
| 09/28/2021 09/28/21 | Sold | $950,000 | -13.6% | $260 / Sq Ft | View Prior Sale |
| 08/05/2021 08/05/21 | Pending | -- | -- | -- | |
| 07/29/2021 07/29/21 | For Sale | $1,100,000 | -- | $301 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $950,000 | None Available | |
| Deed | $1,551,667 | None Available | |
| Deed | $170,000 | None Available |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $543,093 | New Conventional |
Source: Bright MLS
MLS Number: DESU2091104
APN: 234-30.00-170.00
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