For Sale
Condo for sale at 33571 Windswept Dr #9101, Millsboro, DE 19966 | MLS# DESU2104084 | Listing updated on 2026-10-03
Photo 1 of Condo for sale at 33571 Windswept Dr #9101, Millsboro, DE 19966 | MLS# DESU2104084 | Listing updated on 2026-10-03
Photo 2 of Condo for sale at 33571 Windswept Dr #9101, Millsboro, DE 19966 | MLS# DESU2104084 | Listing updated on 2026-10-03
Photo 3 of Condo for sale at 33571 Windswept Dr #9101, Millsboro, DE 19966 | MLS# DESU2104084 | Listing updated on 2026-10-03
Photo 4 of Condo for sale at 33571 Windswept Dr #9101, Millsboro, DE 19966 | MLS# DESU2104084 | Listing updated on 2026-10-03
69+
Beds Icon

Street View

$340,000

Monthly Est:$1,692

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,677sqft

33571 Windswept Dr #9101, Millsboro, DE 19966

$1,692/moEst:

Get Pre-Approved

  • Condominium

  • Built in 2007

  • $745.67/mo HOA

  • -- sqft lot

  • $203/sq.ft

Description

Best value three bedroom condominium in the Peninsula. Welcome to Windswept Drive, Unit 9101! Perfectly positioned along the 6th fairway of the Jack Nicklaus Signature golf course, this residence enjoys a peaceful, private backdrop of golf, ponds and woods, with glimpses stretching toward the Indian River Bay. A pergola-covered patio extends the living space outdoors and invites quiet mornings or relaxed evenings overlooking the course. Inside, the gourmet kitchen features granite countertops, stainless steel appliances, custom display cabinetry, and a generous prep space, opening to the dining and living areas, ideal for effortless entertaining. The living room is anchored by a gas fireplace, built-in cabinetry and large windows that frame the serene outdoor views.
The primary suite is a calming retreat with golf course views and a spa-inspired bath offering a double vanity, walk-in shower, soaking tub, and walk in closet. A second guest suite includes its own ensuite bath and walk in closet, while the thoughtfully added third bedroom (completed in 2019) provides flexible space for guests or a private home office and is unique to this floor plan.
It's a convenient walk as you step outside and enjoy the Peninsula community with its world-class amenities and gated security. The clubhouse features a large restaurant with indoor and outdoor dining, billiards, wine, and game rooms, men's and women's lounges, a pro shop, putting greens, driving range, bocce courts, and the premier Jack Nicklaus golf course. The adjacent Lakeside village is home to the fitness center with an indoor pool, adult outdoor pool, wave pool and a very fun activity pool., The Lakeside grill offers breakfast, lunch and poolside dining all summer long. And don't forget the Tiki bar, weight room, fitness classes, hot tubs, sauna, spa rooms, game room, tennis, pickle-ball, dog park, community garden, nature center, bay beach, fishing pier and miles of walking trails. Enjoy year-round events and activities where you can make friends for a lifetime. Capital contribution to PCA is 0.5% of the sales price and $1250.00 to the Windswept condo. Club membership is additional and is required, choose from 3 levels, see disclosures.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 3, 2026 at 9:59 pm
  • Listing Provided by: Val Ellenberger (240) 401-4677 | Compass (302) 273-4998
  • Source: Bright MLS-NJ | MLS#: DESU2104084 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    -

  • County

    Sussex De County

  • City

    Millsboro

  • Neighborhood

    --

  • Year Built

    2007

  • HOA Fees

    $745.67/mo

  • Finished Area

    1,677 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    DESU2104084

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    194

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

PENINSULA COMMUNITY ASSOCIATION

HOA Fees

$839/ Quarterly

Windswept

HOA Fees

$1,398/ Quarterly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Security Gate Security Gate

Park Playground Park Playground

Spa Spa

Elevator Elevator

Storage Storage

Gym Gym

Tennis Tennis

Road Maintenance Road Maintenance

Health Club Health Club

Security Guard Security Guard

Common Area Common Area

Insurance Insurance

Golf Golf

Pool Pool

Trash Pickup Trash Pickup

Basket Ball Basket Ball

Internet Internet

Parking Parking

Bike Trails Bike Trails

Snow Removal Snow Removal

Ext Bldg Maint Ext Bldg Maint

Club House Club House

Reserve Funds Reserve Funds

Walk path Walk path

Beach Beach

Game Room Game Room

deck deck

Meeting Room Meeting Room

Recreation Facility Recreation Facility

Dining Rooms Dining Rooms

Bar/Lounge Bar/Lounge

Lawn Maintenance Lawn Maintenance

Pier/Dock Maintenance Pier/Dock Maintenance

Concierge Concierge

Picnic Area Picnic Area

Recreational Center Recreational Center

Common Area Maintenance Common Area Maintenance

Billiard Room Billiard Room

Management Management

Putting Green Putting Green

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Cooling

    Central A/c

  • Window Features

    Double Hung, Double Pane Windows, Screens, Sliding

  • Appliances

    Built In Microwave, Dishwasher, Disposal, Dryer, Oven Self Cleaning, Oven/range Electric, Refrigerator, Stainless Steel Appliances, Washer

  • Interior Features

    Bathroom Soaking Tub, Bathroom Walk In Shower, Bathroom Tub Shower, Breakfast Area, Built Ins, Carpet, Ceiling Fan(s), Combination Dining/living, Crown Moldings, Dining Area, Entry Level Bedroom, Floor Plan Open, Kitchen Gourmet, Primary Bath(s), Recessed Lighting, Sprinkler System, Upgraded Countertops, Walk In Closet(s), Window Treatments

  • Flooring

    Carpet, Ceramic Tile

  • Sewer

    Public Sewer

  • Heating

    Forced Air, Heat Pump(s)

Construction

  • Year Built

    Year Built: 2007

  • Home type

    Condominium

  • Construction Materials

    Frame, Aluminum Siding

  • Architectural Style

    Coastal, Contemporary

Utilities & Energy

  • Association Amenities

    Bar/lounge, Basketball Courts, Beach, Bike Trail, Billiard Room, Club House, Common Grounds, Concierge, Dining Rooms, Dog Park, Elevator, Exercise Room, Extra Storage, Fitness Center, Game Room, Gated Community, Golf Club, Golf Course, Golf Course Membership Available, Hot Tub, Jog/walk Path, Meeting Room, Party Room, Picnic Area, Pier/dock, Pool Indoor, Pool Outdoor, Putting Green, Recreational Center, Reserved/assigned Parking, Sauna, Security, Spa, Tot Lots/playground, Tennis Courts

  • Fireplace Features

    Fireplace Glass Doors, Gas/propane

  • Security Features

    Security Gate, Smoke Detector, Sprinkler System Indoor

  • Parking Features

    Assigned

  • Water Source

    Public

Other Features

  • Patio And Porch Features

    Patio

  • Subdivision Name

    Peninsula

Price History

DateEventPrice

04/20/2026

Source: mls_logoBright MLS-NJ #DESU2104084

Price Decreased

$340,000 -5.29%

$203/sqft

01/29/2026

Source: mls_logoBright MLS-NJ #DESU2104084

Listed for Sale

$359,000 -2.71%

$214/sqft

10/31/2025

Source: mls_logoBright MLS-NJ #DESU2099794

Off Market

$369,000 -2.64%

$220/sqft

07/21/2025

Source: mls_logoBright MLS-NJ #DESU2074156

Price Decreased

$379,000 -1.30%

$226/sqft

06/04/2025

Source: mls_logoBright MLS-NJ #DESU2074156

Listed for Sale

$384,000 +69.16%

$229/sqft

Show more

Nearby Homes

Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

Advertising Broker: Joe Hawkins | Hawkins Real Estate Services