33564 Windswept Drive #2303, Millsboro, DE 19966 - Photo 1

1/1

$494,500

Sold
Closed
Condo
3 Beds
3 Full Baths
1,937 Sq. Ft.
1 Car Garage

1/1

Property Description

Charming top-floor condo with elevator access and private garage in the highly sought-after gated Peninsula community on Indian River Bay. This beautifully maintained 3-bedroom, 3-bath condo offers 1,937 sq ft of open-concept living with abundant natural light and golf course views overlooking the first hole of the Jack Nicklaus Signature course from a screened porch. The updated kitchen features granite countertops, stainless steel appliances, refaced cabinetry, new backsplash, and under-cabinet lighting-ideal for both everyday living and entertaining. The condo has been recently repainted, creating a fresh, move-in ready feel. The main living area offers laminate hardwood flooring, crown molding, a gas fireplace, built-ins, and recessed lighting. The spacious primary suite includes two walk-in closets and a well-appointed en-suite bath with soaking tub, double vanity, and a glass-enclosed shower with new door. Two additional guest bedrooms provide flexibility, including one with a private en-suite bath. A third full bath and separate laundry room with washer and dryer add everyday convenience. Private, secure one-car garage offers excellent storage for beach gear, bikes, and more. Enjoy resort-style amenities including championship golf, indoor and outdoor pools, wave pool, fitness center, spa, pickleball, walking trails, private bay beach, fishing pier, and kayak launch. The 32,000 sq ft clubhouse offers waterfront dining and social spaces. HOA includes Verizon Fios internet, HD TV, and exterior maintenance, offering a low-maintenance coastal lifestyle in one of the area's most sought-after gated communities.

Full Property Details

Full Property Details for 33564 Windswept Dr #2303

General

Sold For: $494,500
HOA FEE: $280/month
HOA FEE FREQ.: Quarterly
Taxes: $825 (2025)
Status: Closed
Type: Condo
Source: BrightMLSMidAtlantic
MLS ID: DESU2110826
Added to Site: 93 day(s) ago

Interior

Interior Features: Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Dining Area, Floor Plan - Open, Kitchen - Galley, Pantry, Primary Bath(s), Recessed Lighting, Sprinkler System, Upgraded Countertops, Walk-in Closet(s), Window Treatments
Appliances: Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Exhaust Fan, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer, Water Heater

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 3
Main Floor Baths: 3
Main - Full Baths: 3

Bedrooms

Total Bedrooms: 3
Bedrooms Main & Up: 3

Additional Information

Shared Amenities: Bar/Lounge, Basketball Courts, Beach, Bike Trail, Billiard Room, Boat Dock/Slip, Cable, Club House, Common Grounds, Dining Rooms, Elevator, Exercise Room, Fitness Center, Game Room, Gated Community, Golf Club, Golf Course, Golf Course Membership Available, Hot tub, Jog/Walk Path, Lake, Meeting Room, Party Room, Pier/Dock, Pool - Indoor, Pool - Outdoor, Putting Green, Sauna, Security, Spa, Swimming Pool, Tennis Courts, Tot Lots/Playground, Volleyball Courts, Water/Lake Privileges
Shared Pool: Yes
Pool: Yes

Exterior

Exterior Features: Street Lights, Underground Lawn Sprinkler
Porch/Patio/Deck: Porch(es), Screened

Parking

Garage: Yes
Garage Spaces: 1
Total Spaces: 1
Parking Features: Paved Parking
Parking Type: Attached Garage, Parking Lot
Garage Description: Garage - Side Entry, Garage Door Opener, Inside Access

Location

Area: Indian River Hundred (31008)
County: SUSSEX
Subdivision: PENINSULA
Driving Directions: From Rt. 24, turn onto Bay Farm Rd and continue to the end. Stop at the security gate, then proceed on Peninsula Main Rd. Follow to the Windswept neighborhoodâ€”property is the second building on the right.
Location Details: Adjoins Golf Course

School Information

School District: Indian River

Community

Association: Yes
Assoc. Fees Include: Common Area Maintenance, Ext Bldg Maint, Fiber Optics at Dwelling, High Speed Internet, Insurance, Lawn Care Front, Lawn Care Rear, Lawn Care Side, Lawn Maintenance, Management, Pier/Dock Maintenance, Pool(s), Reserve Funds, Road Maintenance, Sauna, Security Gate, 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: Central, Forced Air, Heat Pump(s)
Heating Fuel: Electric
Water Heater: 60+ Gallon Tank

Utilities

Sewer: Public Sewer
Water: Public
Utility Description: Cable TV, Natural Gas Available, Propane - Community

Structural Information

Architectural Style: Coastal
Structure Type: Garden 1 - 4 Floors
Construction: Frame, Aluminum Siding
Windows: Screens, Double Pane, Double Hung, Casement, Low-E, Replacement
Entry Floor Number: 3
Stories Description: Main
Square Feet: 1,937
Sq. Ft. Source: Estimated
Living Area: 1,937 Sq. Ft.
Finished Above Grnd: 1,937 Sq. Ft.
Year Built: 2007
Year Built Source: Assessor

Lot Features

Property View: Golf Course, Pond
Zoning: MR

Water Features

Water View: Yes

Financial Considerations

Price Per Sq. Ft.: $255.29
Association Fee: $839
Assoc Fee Freq.: Quarterly
Condo Fee: $1,741
Condo Fee Freq: Quarterly
Other Fee: $175
Other Fee Freq.: One Time
Assessment Year: 2025
School Tax: $742
County Tax: $83
County Tax Freq: Annually
Tax Amount: $825
Tax Year: 2025
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 1865

Disclosures and Reports

Ownership: Condominium
Condo: Yes
Exclusions: light fixtures, wall hangings, curtains/rods, TV, and furniture.
Inclusions: ceiling fans (5) and all major appliances (refrigerator, stove, microwave, dishwasher, washer & dryer)

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code *

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Meet the listing agent

— 33564 Windswept Dr #2303 —

Adam Monico

Email Me

(410) 322-6379 mobile
(302) 539-1777 office

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 33564 Windswept Dr #2303

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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 33564 Windswept Dr #2303

Date

Details

Price

Change

Source

6/30/2026

Sold

$494,500

—

MLS

5/07/2026

Listed

$494,500

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

607 St Andrews Ct, Dagsboro, DE 19939 - Photo 1

Just Listed

$950,000

607 St Andrews Ct Dagsboro, DE 19939

Single Family
Active
Updated 2 days ago

3
Beds
5
Total Baths
3,367
Sq. Ft.

Listed by Long & Foster Real Estate, Inc., ASHLEY BROSNAHAN and Long & Foster Real Estate, Inc., Mikaela L Brosnahan

0 Shady Dell Park, Frankford, DE 19970 - Photo 1

Just Listed

$140,000

0 Shady Dell Park Frankford, DE 19970

Lots/Land
Active
Updated 3 days ago

0.25
Acres

Listed by Christine Corfield (440) 453-5474

35923 Penn Del Ave, Frankford, DE 19945 - Photo 1

Just Listed

$624,900

Open House

35923 Penn Del Ave Frankford, DE 19945

Single Family
Active
Updated 1 day ago

4
Beds
4
Total Baths
2,316
Sq. Ft.

Listed by Long & Foster Real Estate, Inc., CHRISTINA ANTONIOLI and Long & Foster Real Estate, Inc., SARAH SCHIFANO

32236 Tranquility Ln, Frankford, DE 19945 - Photo 1

Just Listed

$220,000

32236 Tranquility Ln Frankford, DE 19945

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
924
Sq. Ft.

Listed by BHHS Fox & Roach-Media, Rayme Lauren Rempfer

33286 Bayberry Ct, Dagsboro, DE 19939 - Photo 1

Price Reduced

-$25,100 (-4.78%)

$499,900

33286 Bayberry Ct Dagsboro, DE 19939

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
2,041
Sq. Ft.

Listed by Long & Foster Real Estate, Inc., ASHLEY BROSNAHAN and Long & Foster Real Estate, Inc., Heather l Gates

29210 Shady Creek Ln, Dagsboro, DE 19939 - Photo 1

Price Reduced

-$10,000 (-3.17%)

$305,000

29210 Shady Creek Ln #18 Dagsboro, DE 19939

Townhouse
Active
Updated 21 hours ago

3
Beds
3
Total Baths
1,862
Sq. Ft.

Listed by Cummings & Co. Realtors, Allisyn Elizabeth Evans

28880 Hudson Rd, Dagsboro, DE 19939 - Photo 1

Price Reduced

-$20,000 (-3.25%)

$595,000

28880 Hudson Rd Dagsboro, DE 19939

Single Family
Active
Updated 4 days ago

5
Beds
2
Total Baths
3,250
Sq. Ft.

Listed by Cummings & Co. Realtors, Dale Rickenbach

29687 Piney Neck Rd, Dagsboro, DE 19939 - Photo 1

Price Reduced

-$10,000 (-1.38%)

$715,000

29687 Piney Neck Rd Dagsboro, DE 19939

Single Family
Active
Updated 1 day ago

5
Beds
3
Total Baths
2,963
Sq. Ft.

Listed by Patterson-Schwartz-OceanView, KIM BOWDEN

33570 Windswept Dr, Millsboro, DE 19966 - Photo 1

Sold

$440,000

33570 Windswept Dr #3301 Millsboro, DE 19966

Condo
Closed

3
Beds
2
Total Baths
1,894
Sq. Ft.

Listed by Northrop Realty, Catina Fair
Sold by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson

33584 Windswept Dr, Millsboro, DE 19966 - Photo 1

Sold

$500,000

33584 Windswept Dr #5405/5406 Millsboro, DE 19966

Condo
Closed

4
Beds
4
Total Baths
2,700
Sq. Ft.

Listed by Compass, VALERIE ELLENBERGER
Sold by Keller Williams Realty, Krystal Casey

24319 Blue Crab Ave, Millsboro, DE 19966 - Photo 1

Sold

$520,000

24319 Blue Crab Ave Millsboro, DE 19966

Townhouse
Closed

4
Beds
4
Total Baths
2,330
Sq. Ft.

Listed and Sold by Compass, VALERIE ELLENBERGER

24321 Blue Crab Ave, Millsboro, DE 19966 - Photo 1

Sold

$516,000

24321 Blue Crab Ave Millsboro, DE 19966

Townhouse
Closed

3
Beds
3
Total Baths
2,220
Sq. Ft.

Listed by Northrop Realty, Donavin J. Tallarico
Sold by Long & Foster Real Estate, Inc., ADAM KSEBE

33564 Windswept Drive #2303, Millsboro, DE 19966 (MLS# DESU2110826) is a Condo property that was sold at $494,500 on June 30, 2026. This property was listed by Adam Monico from our Coastal Delaware Office.Want to learn more about 33564 Windswept Drive #2303? 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.

33564 Windswept Dr #2303 Millsboro, DE 19966