33585 Windswept Drive Millsboro, DE $ 585,000
33585 Windswept Drive
$ 585,000
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33585 Windswept Drive

Millsboro, DE, 19966
$ 585,000
Bedrooms3 Baths2.0 Sq 1,980

Monthly Estimate*

$ 3,694

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View a Virtual Tour

Condo for sale in Millsboro, DE

for $585,000 with 3 bedrooms and 2 full baths. This 1,980 square foot condo was built in 2007.

Discover a residence where timeless craftsmanship meets effortless coastal luxury in Delaware's premier gated resort community, The Peninsula on the Indian River Bay. Thoughtfully transformed through an extensive 2024 renovation, this exceptional condominium offers a level of design, quality, and attention to detail rarely found in today's market. From the moment you enter, custom finishes, designer lighting, porcelain tile flooring, and beautifully crafted millwork create an atmosphere of understated elegance. At the heart of the home is a spectacular chef's kitchen designed to impress and built to perform. Striking custom cabinetry extends to the ceiling, complemented by dramatic quartzite countertops, a handcrafted Hoodsly range hood, Bertazzoni induction range and convection oven, Fisher & Paykel double drawer dishwashers, Samsung counter-depth refrigerator, Sharp drawer microwave, Kenyon built-in grill, beverage station with dual-temperature wine refrigerator, oversized island, and exceptional storage throughout. The spacious living area is equally inviting, centered around a custom gas fireplace and opening through new double-glazed French doors to a private balcony overlooking peaceful woodlands, seasonal golf course ponds, and glimpses of Rehoboth Bay. Every room has been thoughtfully enhanced with custom lighting, ceiling fans, Hunter Douglas motorized blinds, solid-core doors, and refined architectural details that elevate everyday living. The luxurious primary suite is a private retreat featuring a custom-designed walk-in closet, spa-inspired bath with oversized tiled shower, marble flooring, dual vanity, premium Moen fixtures, Toto comfort-height toilet, and elegant custom cabinetry. Guest accommodations are equally impressive, while the flexible den easily serves as a home office, media room, or additional sleeping space for family and friends. Additional enhancements include a tankless water heater, Ring security system, custom laundry room with LG washer and dryer, oversized parking space, and a customized storage room designed for beach gear, golf clubs, bicycles, and more. Beyond your door awaits one of the East Coast's most celebrated resort communities. The Peninsula spans more than 800 acres along the Indian River Bay and features a Jack Nicklaus Signature Golf Course, elegant clubhouse with indoor and outdoor dining, wine room, golf lounges, fitness center, full-service spa, indoor and outdoor pools, sandy wave pool, tennis, pickleball, bocce, miniature golf, dog park, private bay beach, and miles of beautifully maintained grounds. HOA services include lawn care, landscaping, snow and trash removal, Verizon Fios high-speed internet, HD cable, and 24-hour gated security. Just minutes from Lewes and Rehoboth Beach, this is luxury coastal living without compromise.

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Open House

8/8/2026 11:00 AM - 1:00 PM
33585 Windswept Drive Millsboro, DE
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Condo Active

Price

$ 585,000

Bedrooms

3

Full Bath

2

Property Type

Condo

Taxes

$ 843

Style

Unit/Flat

Year Built

2007

Town/City

Millsboro

County/Region

Sussex

MLS | Web ID

DESU2117278

Features
General
Living Area 1980
Sewer Public Sewer
Heating Forced Air Heat Pump(s)
Cooling Central A/C
Possession Negotiable
Roof Metal
Appliances Built-In Microwave Cooktop Dishwasher Disposal Dryer Energy Efficient Appliances Exhaust Fan Freezer Icemaker Indoor Grill Oven/Range - Gas Water Dispenser Washer Stainless Steel Appliances Six Burne
Zoning MR
HOA Fee 839.00
Garage Spaces 1.00
Association Fee Includes Common Area Maintenance Lawn Maintenance Road Maintenance Security Gate Snow Removal Trash
Patio/Porch Features Porch(es) Roof Screened Enclosed
Architectural Style Unit/Flat
Security Features Main Entrance Lock Smoke Detector Carbon Monoxide Detector(s)
Construction Materials Frame Stick Built HardiPlank Type
School District INDIAN RIVER
Year Built 2007
View Garden/Lawn Golf Course Bay Limited Trees/Woods
Levels 1
Tax Year 2026
Ownership Condominium
Cool Fuel Electric
Building Name NONE AVAILABLE
Accessibility Other Elevator
HOA Fee 2 1656.96
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 Concierge Dining Rooms Exercise Room Fitness Center Game Room Gated Community Golf Club Golf Course Golf Co
HOA Y
Subdivision Name PENINSULA
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions From Peninsula Esplanade turn right onto Windswept Dr. Turn left onto Windswept Dr. Bear right at Windswept Dr. Turn left onto Windswept Dr.
City MILLSBORO
Disclosures Prop Disclosure
Senior Community Y/N N
MLS Area Indian River Hundred (31008)
HOA Fee 2 Frequency Quarterly
Tax Annual Amount 843.0
Structure Type Unit/Flat/Apartment
Condo/Coop Association fee Y/N Y
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 295.45
Community Pool Features Fenced Filtered Heated In Ground Indoor Lap/Exercise Pool/Spa Combo
Vacation Rental Y/N N
Virtual Tour https://media.homesight2020.com/33585-Windswept-Drive-7204/idx
Sussex DE Quadrants Between Rt 1 & 113
Standard Status Active
Year Built Source Assessor
Legal Subdivision Peninsula
Association Recreation Fee N
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Interior
Interior Amenities Built-Ins Ceiling Fan(s) Combination Dining/Living Combination Kitchen/Dining Combination Kitchen/Living Dining Area Elevator Entry Level Bedroom Floor Plan - Open Kitchen - Gourmet Kitchen - Island
Heating Fuel Electric
Flooring Ceramic Tile
Total Fireplaces 1
Fireplace Features Electric
Hot Water Tankless
Common Walls 1 Common Wall 1 Common Wall
Basement (Y/N) N
Heating Y/N Y
Window Features Double Pane Energy Efficient Screens Vinyl Clad
Fireplace Y/N Y
Above Grade Finished Area 1980
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Entry Level 2
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Kitchen Screened Porch
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Laundry Type Dryer In Unit Washer In Unit
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
Number of Elevators 1
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Exterior
Exterior Amenities Play Area Play Equipment Private Beach Sport Court Street Lights Tennis Court(s) Water Fountains
Pool Yes - Community
Lot Features Backs to Trees
Water Source Public
Garage Features Covered Parking
Type of Parking Parking Garage On Street Parking Lot
Foundation Details Slab
Water View Y/N Y
Lot Dimensions 0.00 x 0.00
Waterfront Y/N N
Door Features Atrium French
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 33585
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* Excluded Features
List By
Northrop Realty

Broker

lisanemeth@northroprealty.com

Email

Affordability Calculator

$3,764
Per Month
98%
2%
0%
Monthly Principal & Interest
$3,694
Monthly Property Taxes
$70
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
2329361 Elementary School
4668655 Middle School
Sussex Central High School High School
Pricing History
DatePricePrice ChangeDescription
8/6/2026$585,000 Listed Price

Map


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33585 Windswept Drive, Millsboro, DE, 19966 is a Condo for sale at $585,000 with 1,980 sqft. 33585 Windswept Drive has 3 bedrooms, 2.0 baths, and was built in 2007. The property's zip code is 19966 which is in Millsboro, DE