UPSCALE COASTAL RETREAT WITH OVERSIZED GARAGE! Welcome to this top-floor end-unit condo in the sought-after community of The Peninsula on the Indian River Bay. This beautifully cared-for home offers a spacious, light-filled layout with 3 bedrooms and 2.5 baths, blending coastal comfort with elegant design. Gorgeous hardwood floors, thoughtful architectural touches, and large picture windows create an inviting atmosphere throughout. The living area centers around a cozy gas fireplace framed by custom built-ins, while panoramic views of the golf course and surrounding nature serve as a stunning backdrop. The gourmet kitchen features custom 42-inch cabinetry, granite countertops, and stainless-steel appliances - perfect for everything from casual breakfasts at the bar to intimate dinners in the formal dining room. Step out to the screened porch to relax or entertain while taking in serene views of the fairway and lush landscape. The primary suite offers a peaceful retreat complete with a spa-inspired bath including a soaking tub, walk-in shower, and dual vanities. Two additional bedrooms and a stylish hall bath provide plenty of space for guests. A welcoming foyer, convenient powder room, dedicated laundry room, and oversized garage add to the home's thoughtful design. Living in The Peninsula means access to an unmatched resort lifestyle. Residents enjoy a Jack Nicklaus Signature golf course, clubhouse dining, fitness center, indoor and outdoor pools, wave pool, tennis and basketball courts, and a full-service spa. Explore scenic boardwalk trails, relax at the private beach and pier, or unwind at the Terrace Grille—all just steps from your door. Discover the perfect blend of comfort, sophistication, and coastal charm at 33564 Windswept - where upscale living meets everyday relaxation.
Sold for $412,500
$412,500
33564 Windswept Dr Unit 2301, Millsboro, DE 19966
3beds
1,860sqft
Condominium
Built in 2007
-- sqft lot
$412,300 Zestimate®
$222/sqft
$2,492 Estimated rent
Home value
$412,300
$392,000 - $433,000
$2,492/mo
Zestimate® history
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List your homeWhat's special
Top-floor end-unit condoThoughtful architectural touchesSpacious light-filled layoutGorgeous hardwood floorsFormal dining roomLarge picture windowsOversized garage
Zillow last checked:
Listing updated:
Listed by:
Lee Ann Wilkinson 302-645-6664,
Berkshire Hathaway HomeServices PenFed Realty,
Listing Team: The Lee Ann Wilkinson Group
Bought with:
JAMES LATTANZI, RS-0020210
Northrop Realty
Source: Bright MLS,MLS#: DESU2104888
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 3
- Main level bedrooms: 3
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Breakfast Room, Laundry, Primary Bathroom, Full Bath, Half Bath
Primary bedroom
- Features: Flooring - HardWood, Attached Bathroom, Ceiling Fan(s), Crown Molding
- Level: Main
- Area: 256 Square Feet
- Dimensions: 16 X 16
Bedroom 2
- Features: Ceiling Fan(s), Flooring - Carpet, Walk-In Closet(s), Window Treatments
- Level: Main
- Area: 156 Square Feet
- Dimensions: 12 X 13
Bedroom 3
- Features: Flooring - HardWood, Ceiling Fan(s), Window Treatments
- Level: Main
- Area: 150 Square Feet
- Dimensions: 10 X 15
Primary bathroom
- Features: Soaking Tub, Double Sink, Flooring - Tile/Brick, Walk-In Closet(s), Bathroom - Stall Shower
- Level: Main
Breakfast room
- Features: Balcony Access, Flooring - Tile/Brick
- Level: Main
Dining room
- Features: Flooring - HardWood
- Level: Main
Foyer
- Features: Flooring - Tile/Brick
- Level: Main
- Area: 35 Square Feet
- Dimensions: 5 X 7
Other
- Features: Bathroom - Tub Shower, Flooring - Tile/Brick
- Level: Main
Half bath
- Features: Flooring - Tile/Brick
- Level: Main
Kitchen
- Features: Granite Counters, Breakfast Bar, Kitchen - Electric Cooking, Pantry, Flooring - Ceramic Tile
- Level: Main
- Area: 130 Square Feet
- Dimensions: 10 X 13
Laundry
- Features: Flooring - Ceramic Tile
- Level: Main
- Area: 35 Square Feet
- Dimensions: 5 X 7
Living room
- Features: Flooring - HardWood, Fireplace - Gas, Built-in Features, Ceiling Fan(s)
- Level: Main
- Area: 224 Square Feet
- Dimensions: 14 X 16
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Electric Water Heater
- Laundry: Dryer In Unit, Washer In Unit, Laundry Room, In Unit
Features
- Breakfast Area, Built-in Features, Ceiling Fan(s), Chair Railings, Crown Molding, Dining Area, Elevator, Entry Level Bedroom, Floor Plan - Traditional, Kitchen - Gourmet, Primary Bath(s), Recessed Lighting, Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Upgraded Countertops, Walk-In Closet(s), Dry Wall
- Flooring: Ceramic Tile, Hardwood, Carpet, Wood
- Doors: Atrium
- Windows: Double Pane Windows, Storm Window(s), Vinyl Clad, Screens, Window Treatments
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Gas/Propane
- Common walls with other units/homes: 1 Common Wall,No One Above
Interior area
- Total structure area: 1,860
- Total interior livable area: 1,860 sqft
- Finished area above ground: 1,860
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Garage Door Opener, Paved, Attached, Parking Lot
- Attached garage spaces: 1
Accessibility
- Accessibility features: Accessible Elevator Installed, Other
Features
- Levels: One
- Stories: 1
- Patio & porch: Roof, Screened
- Exterior features: Extensive Hardscape, Lawn Sprinkler, Play Area, Private Beach, Storage, Sidewalks, Sport Court, Stone Retaining Walls, Street Lights, Tennis Court(s), Water Fountains, Balcony
- Pool features: Community
- Has view: Yes
- View description: Garden, Golf Course, Panoramic, Pond
- Has water view: Yes
- Water view: Pond
Lot
- Features: Landscaped
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 23430.00306.002301
- Zoning: MR
- Special conditions: Standard
Construction
Type & style
- Home type: Condo
- Architectural style: Contemporary,Villa
- Property subtype: Condominium
- Attached to another structure: Yes
Materials
- HardiPlank Type, Stick Built
- Roof: Architectural Shingle,Pitched
Condition
- New construction: No
- Year built: 2007
Details
- Builder model: Pelican-Lakeland
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Pool
- Security: Main Entrance Lock, Security Gate, Smoke Detector(s)
- Condo and coop fee: $1,767 quarterly
- Subdivision: Peninsula
HOA
- Has HOA: Yes
- Amenities included: Bar/Lounge, Clubhouse, Common Grounds, Community Center, Dining Rooms, Fitness Center, Gated, Golf Course Membership Available, Golf Course, Jogging Path, Party Room, Picnic Area, Pool, Tennis Court(s), Volleyball Courts
- Services included: Common Area Maintenance, Maintenance Structure, Maintenance Grounds, Pool(s), Snow Removal
- HOA fee: $839 quarterly
Location
- Region: Millsboro
Financial & listing details
- Price per square foot: $222/sqft
- Tax assessed value: $27,800
- Annual tax amount: $867
- Date on market: 2/11/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Condominium
Price history
| Date | Event | Price |
|---|---|---|
| 5/29/2026 | Sold | $412,500-1.8%$222/sqft |
Source:  Bright MLS #DESU2104888 Report a problem | ||
| 5/21/2026 | Pending sale | $419,900$226/sqft |
Source: Bright MLS #DESU2104888 Report a problem | ||
| 5/1/2026 | Contingent | $419,900$226/sqft |
Source: Bright MLS #DESU2104888 Report a problem | ||
| 2/11/2026 | Listed for sale | $419,900-4.5%$226/sqft |
Source: Bright MLS #DESU2104888 Report a problem | ||
| 2/11/2026 | Listing removed | $439,900$237/sqft |
Source:  Long & Foster Broker Feed #DESU2059004 Report a problem | ||
| 1/26/2026 | Price change | $439,900+0.2%$237/sqft |
Source: Bright MLS #DESU2059004 Report a problem | ||
| 1/8/2026 | Listed for sale | $439,000$236/sqft |
Source: Bright MLS #DESU2059004 Report a problem | ||
| 10/21/2025 | Contingent | $439,000$236/sqft |
Source: Bright MLS #DESU2059004 Report a problem | ||
| 10/2/2025 | Price change | $439,000-4.5%$236/sqft |
Source: Bright MLS #DESU2059004 Report a problem | ||
| 8/5/2025 | Price change | $459,900-3.2%$247/sqft |
Source: Bright MLS #DESU2059004 Report a problem | ||
| 3/11/2025 | Price change | $475,000-3%$255/sqft |
Source: Bright MLS #DESU2059004 Report a problem | ||
| 11/12/2024 | Price change | $489,900-1%$263/sqft |
Source: Long & Foster Broker Feed #DESU2059004 Report a problem | ||
| 3/28/2024 | Listed for sale | $495,000-13.2%$266/sqft |
Source: Bright MLS #DESU2059004 Report a problem | ||
| 8/1/2017 | Sold | $570,000$306/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $867 -24.6% | $202,850 +629.7% |
| 2024 | $1,149 +0.1% | $27,800 |
| 2023 | $1,148 +1.6% | $27,800 |
| 2022 | $1,130 +3.1% | $27,800 |
| 2021 | $1,096 +4.8% | $27,800 +3% |
| 2020 | $1,046 | $27,000 |
| 2019 | $1,046 +0.4% | $27,000 -2.9% |
| 2018 | $1,041 -1% | $27,800 |
| 2017 | $1,051 +12.6% | $27,800 |
| 2016 | $934 -3% | $27,800 |
| 2015 | $963 +1.5% | $27,800 |
| 2014 | $948 -1.1% | $27,800 |
| 2013 | $959 +4% | $27,800 |
| 2012 | $921 +1% | $27,800 |
| 2011 | $912 | $27,800 |
| 2010 | $912 +0.4% | $27,800 |
| 2009 | $908 | $27,800 |
| 2008 | -- | -- |
| 2007 | -- | -- |
Find assessor info on the county website
Neighborhood: 19966
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Nearby schools
GreatSchools rating
- 5/10Long Neck Elementary SchoolGrades: K-5Distance: 1.9 mi
- 4/10Millsboro Middle SchoolGrades: 6-8Distance: 6.7 mi
- 3/10Sussex Central High SchoolGrades: 9-12Distance: 8.8 mi
Schools provided by the listing agent
- High: Sussex Central
- District: Indian River
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Delaware
- Sussex County
- Millsboro
- 19966
- 33564 Windswept Dr Unit 2301
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