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$359,000

  • For Sale
  • Active
  • Condo
  • 3 Beds
  • 2 Full Baths
  • 1,677 Sq. Ft.
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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.

Full Property Details for 33571 Windswept Dr #9101

General

  • Price: $359,000
  • HOA FEE: $280/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $704 (2025)
  • Status: Active
  • Type: Condo
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2104084
  • Updated: 1/29/2026
  • Added to Site: 24 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Laundry, Bathroom 2, Primary Bathroom
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Fireplace - Glass Doors, Gas/Propane
  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Oven - Self Cleaning, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer
  • Flooring: Carpet, Ceramic Tile

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: 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
  • Shared Pool: Yes
  • Pool: Yes
  • Security/Safety: Security Gate, Smoke Detector, Sprinkler System - Indoor

Exterior

  • Porch/Patio/Deck: Patio(s)

Parking

  • Assigned Spaces: 1
  • Total Spaces: 1
  • Parking Features: Assigned
  • Parking Type: Parking Lot

Location

  • Area: Indian River Hundred (31008)
  • County: SUSSEX
  • Subdivision: PENINSULA
  • Driving Directions: From Rt 1 in Rehoboth, West of Rt 24 for 8 miles, LEFT on Bay Farm Dr to the Peninsula Gate, proceed down the Peninsula Esplanade, approx. 1 mile to the Windswept neighborhood on the RIGHT. The building for 9101 is the 3rd on the LEFT.
  • Location Details: Adjoins Golf Course

School Information

  • School District: Indian River

Community

  • Association: Yes
  • Assoc. Name: PENINSULA COMMUNITY ASSOCIATION
  • Assoc. Fees Include: Common Area Maintenance, Ext Bldg Maint, Health Club, High Speed Internet, Insurance, Lawn Maintenance, Management, Pier/Dock Maintenance, Pool(s), Recreation Facility, Reserve Funds, Road Maintenance, Security Gate, Sauna, 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, Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: 60+ Gallon Tank, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Coastal, Contemporary
  • Structure Type: Garden 1 - 4 Floors
  • Construction: Frame, Aluminum Siding
  • Windows: Double Hung, Double Pane, Screens, Sliding
  • Entry Floor Number: 1
  • Stories Description: Main
  • Square Feet: 1,677
  • Sq. Ft. Source: Estimated
  • Living Area: 1,677 Sq. Ft.
  • Finished Above Grnd: 1,677 Sq. Ft.
  • Year Built: 2007
  • Year Built Source: Assessor

Lot Features

  • Property View: Golf Course, Garden/Lawn, Scenic Vista, Trees/Woods
  • Lot Size Source: Estimated
  • Zoning: MR

Financial Considerations

  • Price Per Sq. Ft.: $214.07
  • Association Fee: $839
  • Assoc Fee Freq.: Quarterly
  • Condo Fee: $1,039
  • Condo Fee Freq: Quarterly
  • Other Fee: $386
  • Other Fee Freq.: Monthly
  • Assessment Year: 2025
  • School Tax: $634
  • County Tax: $71
  • County Tax Freq: Annually
  • Tax Amount: $704
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 6

Disclosures and Reports

  • Ownership: Fee Simple
  • Condo: Yes
  • Lot Number: 80

Listed by Compass, VALERIE ELLENBERGER

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Listing agent

— 33571 Windswept Dr #9101 —

  • VALERIE ELLENBERGER

    Compass

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 33571 Windswept Dr #9101

School District:Indian River School District
NameGradesDistance
Long Neck Elementary School
26064 School Lane, Millsboro, DE 19966
PK-52 mi
Millsboro Middle School
302 East State Street, Millsboro, DE 19966
6-86.7 mi
Sussex Central High School, Georgetown, DE
26026 Patriots Way, Georgetown, DE 19947
8-128.8 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 33571 Windswept Dr #9101 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/29/2026
Listed
$359,000
58.15%
MLS
4/14/2020
Sold
$227,000
—
Public Record
Get Price Alerts and Save Property
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 for 33571 Windswept Dr #9101

Year
Property Taxes
Change
Tax Assessment
Change
2025
$728
-39%
$27,750
—
2023
$1,195
2%
$27,750
—
2022
$1,176
3%
$27,750
—
2021
$1,142
5%
$27,750
—
2020
$1,090
3%
$27,750
-2%
2019
$1,062
-1%
$28,350
—
2018
$1,072
-1%
$28,350
—
2017
$1,081
14%
$28,350
—
2016
$952
-3%
$28,350
—
2015
$982
2%
$28,350
—
2014
$967
-1%
$28,350
—
2013
$977
—
$28,350
—
View All
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 for 33571 Windswept Dr #9101

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Listed by Compass, VALERIE ELLENBERGER

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33571 Windswept Drive #9101, Millsboro, DE 19966 (MLS# DESU2104084) is a Condo property with 3 bedrooms and 2 full bathrooms. 33571 Windswept Drive #9101 is currently listed for $359,000 and was received on January 29, 2026. Want to learn more about 33571 Windswept Drive #9101? 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.

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