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$434,500
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Property Description
Discover 33570 Windswept Drive, Unit 3301 - an impeccably renovated luxury condo in the exclusive, gated community of The Peninsula on the Indian River Bay. Perfectly positioned with breathtaking panoramic golf course and nature views, this residence delivers a sophisticated, turn-key living experience that feels like a five-star resort every day. Step inside and be greeted by a light-filled, open-concept design crafted for effortless entertaining and elevated everyday living. From designer Scalamandré wallpaper and an elegant Farrow & Ball + Fine Paints of Europe palette to premium Emtek hardware and ultra-luxe carpeting, every detail has been thoughtfully curated for modern elegance and comfort. The living area is a showstopper - featuring a custom fireplace wall framed by floor-to-ceiling built-ins designed to showcase your favorite art and décor. The gourmet kitchen is a dream for culinary creatives, boasting granite countertops, 42-inch custom cabinetry with glass display fronts, abundant storage, and a seamless pass-through to the dining room for easy entertaining. An adjacent family room invites you to relax, with expansive windows capturing stunning fairway and natural vistas - the perfect backdrop for memorable moments with friends and loved ones. The primary suite is your private sanctuary, complete with a spa-inspired ensuite bath featuring a frameless glass shower, soaking tub, dual vanities, and an expansive custom walk-in closet. Step out onto your private screened balcony to enjoy peaceful sunrise views of the first fairway - your personal retreat for morning coffee or evening wine. Two additional guest suites offer luxurious accommodations: one with private access to a designer hall bath, and the other with its own screened porch overlooking serene natural beauty - ideal for sipping cocktails at sunset. Living in The Peninsula means access to an unparalleled array of resort-style amenities, including the Jack Nicklaus Signature Golf Course, The Terrace Grille for poolside dining and drinks, an indoor pool, outdoor pools, a wave pool, state-of-the-art fitness center, full-service spa, tennis and pickleball courts, basketball courts, a private beach and pier, clubhouse with fine dining, billiards, meeting rooms, and scenic nature trails along Lingo Creek. Whether you're seeking a primary residence or a coastal retreat, this move-in-ready condo offers effortless luxury living in a community designed for recreation, relaxation, and connection. Furnishings are available through a separate Bill of Sale. Don't miss the opportunity to call this stunning residence your own - schedule your private tour today!
Full Property Details
Full Property Details for 33570 Windswept Dr #3301
General
- Price: $434,500
- HOA FEE: $289/month
- HOA FEE FREQ.: Quarterly
- Status: Under Contract
- Type: Condo
- Source: BrightMLSMidAtlantic
- MLS ID: DESU2082154
- Updated: 12/17/2025
- Added to Site: 296 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Sun/Florida Room, Screened Porch
- Interior Features: Built-Ins, Carpet, Ceiling Fan(s), Dining Area, Elevator, Floor Plan - Traditional, Kitchen - Gourmet, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Sprinkler System, Sound System, Walk-in Closet(s), Window Treatments, Wood Floors
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Gas/Propane
- Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Energy Efficient Appliances, Exhaust Fan, Freezer, Icemaker, Oven/Range - Gas, Stainless Steel Appliances, Washer, Water Heater
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Main Floor Baths: 2
- Main - Full Baths: 2
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
Other Rooms
- Laundry: Dryer In Unit, Washer In Unit
Additional Information
- Shared Amenities: Basketball Courts, Beach, Bar/Lounge, Bike Trail, Billiard Room, Cable, Club House, Common Grounds, Concierge, Dining Rooms, Dog Park, Elevator, Exercise Room, Fitness Center, Game Room, Gated Community, Golf Club, Golf Course, Hot tub, Jog/Walk Path, Picnic Area, Pier/Dock, Pool - Indoor, Pool - Outdoor, Putting Green, Reserved/Assigned Parking, Retirement Community, Security, Shuffleboard, Spa, Swimming Pool, Tennis Courts, Tot Lots/Playground, Volleyball Courts
- Shared Pool: Yes
- Pool: Yes
- Security/Safety: 24 hour security, Security Gate, Sprinkler System - Indoor, Fire Detection System
Exterior
- Exterior Features: Lawn Sprinkler, Private Beach, Sidewalks, Street Lights, Underground Lawn Sprinkler, Water Falls, Water Fountains
- Porch/Patio/Deck: Balcony, Screened
Parking
- Carport Spaces: 1
- Assigned Spaces: 1
- Total Spaces: 1
- Parking Features: Paved Parking, Secure Parking, Under Home Parking, Assigned, Lighted Parking, General Common Elements
- Parking Type: Attached Carport
Location
- Area: Indian River Hundred (31008)
- County: SUSSEX
- Subdivision: PENINSULA
- Driving Directions: Rte 24 to Bay Farm Rd. Enter complex. Follow Peninsula Esplanade to the end. Right onto Sterling Blvd. Right onto Windswept Dr. Property will be on the Right.
School Information
- School District: Indian River
Community
- Association: Yes
- Assoc. Fees Include: Broadband, Cable TV, Common Area Maintenance, Fiber Optics at Dwelling, Health Club, High Speed Internet, Insurance, Lawn Maintenance, Management, Pier/Dock Maintenance, Pool(s), Recreation Facility, Reserve Funds, Road Maintenance, Sauna, Security Gate, Snow Removal, Trash
- Pets Allowed: Yes
- Pets: Number Limit
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Forced Air
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Contemporary
- Structure Type: Garden 1 - 4 Floors
- Construction: Frame, Aluminum Siding
- Basement: Yes
- Basement Desc.: Partial
- Windows: Double Pane, Insulated, Screens, Vinyl Clad
- Doors: Six Panel, Sliding Glass
- Entry Floor Number: 1
- Elevator(s ): 1
- Stories Description: Main
- Square Feet: 1,894
- Sq. Ft. Source: Estimated
- Living Area: 1,894 Sq. Ft.
- Finished Above Grnd: 1,894 Sq. Ft.
- Year Built: 2007
- Year Built Source: Assessor
Lot Features
- Property View: Golf Course, Garden/Lawn, Pond
- Zoning: RES
- Lot Description: Adjoins - Open Space, Landscaping
Water Features
- Water View: Yes
Financial Considerations
- Price Per Sq. Ft.: $229.41
- Association Fee: $866
- Assoc Fee Freq.: Quarterly
- Condo Fee: $1,346
- Condo Fee Freq: Quarterly
Disclosures and Reports
- Ownership: Condominium
- Condo: Yes
Listed by Northrop Realty, Catina Fair
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Schools
Schools serving 33570 Windswept Dr #3301
School District:Indian River School District
| Name | Grades | Distance |
|---|---|---|
Long Neck Elementary School 26064 School Lane, Millsboro, DE 19966 | PK-5 | 1.9 mi |
Millsboro Middle School 302 East State Street, Millsboro, DE 19966 | 6-8 | 6.7 mi |
Sussex Central High School, Georgetown, DE 26026 Patriots Way, Georgetown, DE 19947 | 8-12 | 8.8 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 33570 Windswept Dr #3301
Date
Details
Price
Change
Source
8/25/2025
Price Reduced
$434,500
-7.36%
MLS
6/05/2025
Price Reduced
$469,000
-3.3%
MLS
4/24/2025
Price Reduced
$485,000
-0.51%
MLS
3/27/2025
Listed
$487,500
10.8%
MLS
7/01/2022
Sold
$440,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 33570 Windswept Dr #3301
Year
Property Taxes
Change
Tax Assessment
Change
2025
$809
-36%
$29,750
—
2023
$1,270
3%
$29,750
—
2022
$1,237
3%
$29,750
—
2021
$1,200
5%
$29,750
—
2020
$1,145
—
$29,750
-2%
2019
$1,140
-1%
$30,450
—
2018
$1,151
-1%
$30,450
—
2017
$1,161
13%
$30,450
—
2016
$1,023
-3%
$30,450
—
2015
$1,054
1%
$30,450
—
2014
$1,039
-1%
$30,450
—
2013
$1,050
—
$30,450
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 33570 Windswept Dr #3301
33570 Windswept Drive #3301, Millsboro, DE 19966 (MLS# DESU2082154) is a Condo property with 3 bedrooms and 2 full bathrooms. 33570 Windswept Drive #3301 is currently listed for $434,500 and was received on March 27, 2025. Want to learn more about 33570 Windswept Drive #3301? Do you have questions about finding other Condo real estate for sale in Millsboro? You can browse all Millsboro real estate or contact a Coldwell Banker agent to request more information.

