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$439,000

  • For Sale
  • Active
  • Condo
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,860 Sq. Ft.
  • 1 Car Garage
  • Updated 3 days ago
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With Over Sized Garage - Presenting 33564 Windswept, an exceptional top-floor coastal condominium nestled within the prestigious community of The Peninsula on the Indian River! This impeccably maintained residence boasts a spacious and inviting layout, featuring three bedrooms and two-and-a-half baths. From its new hardwood floors to its exquisite architectural details, every inch of this end unit exudes sophistication and charm. Elegant picture windows adorn this home, providing the space with natural light and framing breathtaking panoramic views of the surrounding nature and golf course. The well-designed floor plan offers multiple gathering areas, ideal for hosting gatherings and entertaining guests. The living room is a focal point, adorned with a striking gas fireplace flanked by built-in bookcases, providing the perfect setting to relish in the spectacular vistas. At the heart of the home lies the gourmet kitchen, boasting custom 42" display cabinetry, sleek granite surfaces, and a suite of stainless-steel appliances. Whether serving casual meals at the breakfast bar or breakfast nook or hosting elegant dinner parties in the formal dining room, the chef is sure to delight in the versatility of this space. Step outside onto the screened porch to enjoy even more options for entertaining, while soaking in the serene views of the fairway below and the lush landscape beyond. Additional highlights of the main living area include a convenient powder bath, welcoming foyer, and dedicated laundry room. Retreat to the primary bedroom, a tranquil oasis featuring a spa-inspired ensuite with a dual vanity, soaking tub, stall shower, and spacious walk-in closet. Two guest bedrooms and a well-appointed hall bath complete the marvelous floor plan of this exceptional home. The Peninsula on the Indian Bay is where resort living is dramatically refined. Boasting a Jack Nicklaus signature golf course and much more, every detail has been thoughtfully designed to fit every lifestyle. Enjoy a meal in the Terrace Grille or relax on the scenic beach and pier. Clubhouse features dining, meeting rooms, billiards and more. Everything you need to fulfill your fitness or relaxation kick can be found here between both indoor and outdoor pools, wave pools, state-of-the art gym, professional tennis facility, basketball court, and full-service spa. Enjoy the outdoors by strolling the boardwalk trails and nature center along Lingo Creek. Come home to comfort, luxury and resort-style living at its finest ... Experience coastal living at its finest with 33564 Windswept, where luxury meets comfort in the idyllic setting of The Peninsula on the Indian River.

Full Property Details for 33564 Windswept Dr #2301

General

  • Price: $439,000
  • HOA FEE: $280/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $1,148 (2023)
  • Status: Active
  • Type: Condo
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2059004
  • Updated: 1/13/2026
  • Added to Site: 660 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry
  • Interior Features: Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Chair Railings, Crown Moldings, Dining Area, Elevator, Entry Level Bedroom, Floor Plan - Traditional, Kitchen - Gourmet, Primary Bath(s), Recessed Lighting, Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas/Propane, Mantel(s)
  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Icemaker, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Dispenser
  • Flooring: Ceramic Tile, Partially Carpeted, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Main Floor Baths: 3
  • Main - Full Baths: 2
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Main & Up: 3

Other Rooms

  • Laundry: Dryer In Unit, Washer In Unit

Additional Information

  • Shared Amenities: Bar/Lounge, Club House, Common Grounds, Community Center, Dining Rooms, Exercise Room, Gated Community, Golf Course Membership Available, Golf Course, Jog/Walk Path, Party Room, Picnic Area, Pool - Outdoor, Swimming Pool, Tennis Courts, Volleyball Courts
  • Shared Pool: Yes
  • Pool: Yes
  • Security/Safety: Main Entrance Lock, Security Gate, Smoke Detector

Exterior

  • Exterior Features: Extensive Hardscape, Lawn Sprinkler, Play Area, Private Beach, Secure Storage, Sidewalks, Sport Court, Stone Retaining Walls, Street Lights, Tennis Court(s), Water Fountains
  • Porch/Patio/Deck: Balcony, Roof, Screened

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: Asphalt Driveway
  • Parking Type: Attached Garage, Driveway, Off Street
  • Garage Description: Garage Door Opener

Location

  • Area: Indian River Hundred (31008)
  • County: SUSSEX
  • Subdivision: PENINSULA
  • Driving Directions: Take John J Williams Highway. Turn onto Bay Farm Road. Continue through circle onto Peninsula Esplanade. Continue straight through second circle onto Peninsula Esplanade. Take first right at next circle onto Sterling Blvd. Turn right onto Windswept Drive.

School Information

  • School District: Indian River
  • Elementary School: Long Neck
  • Middle School: Millsboro
  • High School: Sussex Central

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance, Ext Bldg Maint, Lawn Maintenance, Pool(s), Snow Removal
  • Pets Allowed: Yes
  • Pets: Case by Case Basis

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: 60+ Gallon Tank, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Contemporary, Villa
  • Structure Type: Garden 1 - 4 Floors
  • Construction: HardiPlank Type, Stick Built
  • Roof: Architectural Shingle, Pitched
  • Common Walls: 1 Common Wall
  • Walls/Ceilings: Dry Wall
  • Windows: Double Pane, Storm, Vinyl Clad, Screens
  • Doors: Atrium
  • Entry Floor Number: 3
  • Stories Description: Main
  • Square Feet: 1,860
  • Sq. Ft. Source: Estimated
  • Living Area: 1,860 Sq. Ft.
  • Finished Above Grnd: 1,860 Sq. Ft.
  • Year Built: 2007
  • Year Built Source: Assessor
  • Property Condition: Excellent

Lot Features

  • Property View: Garden/Lawn, Golf Course, Panoramic
  • Lot Size Source: Estimated
  • Zoning: MR
  • Lot Description: Landscaping

Financial Considerations

  • Price Per Sq. Ft.: $236.02
  • Association Fee: $839
  • Assoc Fee Freq.: Quarterly
  • Condo Fee: $1,766
  • Condo Fee Freq: Quarterly
  • Other Fee: $1,250
  • Other Fee Freq.: One Time
  • Assessment Year: 2023
  • School Tax: $1,025
  • County Tax: $125
  • County Tax Freq: Annually
  • Tax w/Assessment: $27,800
  • Tax Amount: $1,148
  • Tax Year: 2023
  • Tax Total Finished Sq. Ft.: 2260

Disclosures and Reports

  • Ownership: Fee Simple
  • Condo: Yes

Listed by Northrop Realty, JAMES LATTANZI

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Listing agent

— 33564 Windswept Dr #2301 —

  • JAMES LATTANZI

    Northrop Realty

Get Pre-Approved Today

Be ready to buy your new home!

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 33564 Windswept Dr #2301

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
8-128.9 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 33564 Windswept Dr #2301 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/03/2025
Price Reduced
$439,000
-4.54%
MLS
8/05/2025
Price Reduced
$459,900
-3.18%
MLS
3/11/2025
Price Reduced
$475,000
-3.04%
MLS
11/12/2024
Price Reduced
$489,900
-1.03%
MLS
3/28/2024
Listed
$495,000
16.71%
MLS
10/10/2006
Sold
$424,141
—
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 33564 Windswept Dr #2301

Year
Property Taxes
Change
Tax Assessment
Change
2025
$867
-24%
$27,000
—
2023
$1,148
2%
$27,000
—
2022
$1,130
3%
$27,000
—
2021
$1,096
5%
$27,000
—
2020
$1,046
—
$27,000
-3%
2019
$1,041
-1%
$27,800
—
2018
$1,051
-1%
$27,800
—
2017
$1,060
13%
$27,800
—
2016
$934
-3%
$27,800
—
2015
$963
2%
$27,800
—
2014
$948
-1%
$27,800
—
2013
$959
—
$27,800
—
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 33564 Windswept Dr #2301

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Northrop Realty, JAMES LATTANZI

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33564 Windswept Drive #2301, Millsboro, DE 19966 (MLS# DESU2059004) is a Condo property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 33564 Windswept Drive #2301 is currently listed for $439,000 and was received on March 28, 2024. Want to learn more about 33564 Windswept Drive #2301? 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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