Date
Details
Price
Change
Source
12/23/2025
Listed
$449,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Presenting 33564 Windswept Drive, an exceptional first floor condominium nestled in the prestigious community of 'The Peninsula on the Indian River Bay'. This impeccably maintained residence boasts a spacious and inviting layout, featuring three bedrooms each with their own dedicated bathroom. Every inch of this property exudes sophistication and charm - from the elegant living space, filled with natural light and breathtaking views of the golf course to the gourmet kitchen with new Kitchen Aid stainless steel appliances, this well-designed floor plan offers a space ideal for hosting and entertaining guests or just relaxing in comfort and elegance. The open concept living area is a focal point, outfitted with a gas fireplace and flanked by built-in bookcases and sliding glass doors. Relish in the spectacular sunsets and serene vistas on the seldom seen, screened-in, double-sized patio overlooking the pond. At the heart of the home lies the kitchen, boasting custom 42" custom cabinetry, sleek granite surfaces, and a suite of stainless-steel appliances. Whether serving casual meals at the breakfast bar or hosting summer dinner parties the new owners are sure to delight in the versatility of this space. Additional highlights of the main living area include a functional, yet practical floor plan with guest rooms at the front of the home and the primary suite tucked away in the back. The Peninsula on the Indian Bay is where resort living is dramatically refined - boasting a Jack Nicklaus signature golf course, multiple dining options, 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. The Lakeside Village Clubhouse features dining options, meeting rooms, billiards and more. There are fitness centers and walking paths, indoor and outdoor pools, a wave pool, state-of-the art gym, professional tennis facility, basketball court, and a full-service spa. Enjoy the outdoors by strolling the boardwalk trails and nature center along the creek. Seller is offering a one year home warranty and is paying the upcoming assessment for the benefit of the new owners. Come home to comfort, luxury and resort-style living at its finest at 'The Peninsula on the Indian River Bay'.
Full Property Details
Full Property Details for 33564 Windswept #2102
General
- Price: $449,000
- HOA FEE: $272/month
- HOA FEE FREQ.: Quarterly
- Taxes: $504 (2025)
- Status: Active
- Type: Condo
- Source: BrightMLSMidAtlantic
- MLS ID: DESU2101494
- Updated: 12/23/2025
- Added to Site: 24 day(s) ago
Interior
- Interior Features: Carpet, Ceiling Fan(s), Floor Plan - Open, Pantry, Recessed Lighting, Walk-in Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Icemaker, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Water Heater
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Upper Floor Baths: 3
- Upper - Full Baths: 3
Bedrooms
- Total Bedrooms: 3
- Bedrooms Upper: 3
Additional Information
- Shared Amenities: Bar/Lounge, Club House, Common Grounds, Community Center, Fitness Center, Gated Community, Golf Course Membership Available, Pool - Indoor, Pool - Outdoor, Putting Green, Security, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges
- Shared Pool: Yes
- Pool: Yes
Exterior
- Porch/Patio/Deck: Patio(s), Screened
Parking
- Parking Features: Lighted Parking, Paved Parking, Private
- Parking Type: Parking Lot
Location
- Area: Indian River Hundred (31008)
- County: SUSSEX
- Subdivision: PENINSULA
- Driving Directions: Must stop at gate house to enter Peninsula. Windswept Condos in back of community. Enter second building on right, #33564. Upon entering the main entrance go to 15 light glass door to right of elevator. #2102 is right in front of you. Locked storage unit is back to the left.
School Information
- School District: Indian River
Community
- Association: Yes
- Assoc. Fees Include: Common Area Maintenance, Ext Bldg Maint, High Speed Internet, Lawn Maintenance, Pool(s), Snow Removal, Trash
- 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: Natural Gas
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Contemporary
- Structure Type: Garden 1 - 4 Floors
- Construction: Stick Built
- Walls/Ceilings: Dry Wall
- Entry Floor Number: 1
- Stories Description: Upper 1
- Square Feet: 1,860
- Sq. Ft. Source: Assessor
- Living Area: 1,860 Sq. Ft.
- Finished Above Grnd: 1,860 Sq. Ft.
- Year Built: 2007
- Year Built Source: Estimated
- Property Condition: Excellent
Lot Features
- Property View: Pond
- Zoning: MR
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Type: Pond
Financial Considerations
- Price Per Sq. Ft.: $241.4
- Association Fee: $816
- Assoc Fee Freq.: Quarterly
- Condo Fee: $1,444
- Condo Fee Freq: Quarterly
- Other Fee: $175
- Other Fee Freq.: One Time
- Tax w/Assessment: $373,200
- Tax Amount: $504
- Tax Year: 2025
Disclosures and Reports
- Ownership: Condominium
- Condo: Yes
Listed by Patterson-Schwartz-Rehoboth, JOHN RISHKO
We Value Your Privacy
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Listing agent
— 33564 Windswept #2102 —
JOHN RISHKO
Patterson-Schwartz-Rehoboth
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 33564 Windswept #2102
School District:Indian River School District
| Name | Grades | Distance |
|---|---|---|
Long Neck Elementary School 26064 School Lane, Millsboro, DE 19966 | PK-5 | 2 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 | 8.9 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 #2102
Tax History
Tax History for 33564 Windswept #2102
Year
Property Taxes
Change
Tax Assessment
Change
2025
$503
-30%
$27,100
—
2023
$721
4%
$27,100
—
2022
$696
-3%
$27,100
—
2021
$718
7%
$27,100
—
2020
$668
1%
$27,100
-2%
2019
$663
-38%
$27,750
—
2018
$1,073
-1%
$27,750
—
2017
$1,082
13%
$27,750
—
2016
$956
-1%
$27,750
—
2015
$961
2%
$27,750
—
2014
$946
-1%
$27,750
—
2013
$957
—
$27,750
—
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 33564 Windswept #2102
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- Condo
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 1,860Sq. Ft.
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- Townhouse
- Active
- Updated 7 hours ago
- 4Beds
- 4Total Baths
- 2,000Sq. Ft.
- Single Family
- Active
- Updated 2 hours ago
- 4Beds
- 3Total Baths
- 2,786Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,432Sq. Ft.
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- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,640Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,570Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,660Sq. Ft.
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33564 Windswept #2102, Millsboro, DE 19966 (MLS# DESU2101494) is a Condo property with 3 bedrooms and 3 full bathrooms. 33564 Windswept #2102 is currently listed for $449,000 and was received on December 23, 2025. Want to learn more about 33564 Windswept #2102? 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.