Jennifer Smith
Responds Quickly
Keller Williams Realty
(667) 225-3083
53 Total Sales
1 in The Peninsula
$850,000 Price
33570 Windswept Dr Unit 3301 Millsboro, DE 19966
The Peninsula NeighborhoodEstimated Value: $434,939
3
Beds
2
Baths
1,894
Sq Ft
3,964
Sq Ft Lot
Highlights
- Concierge
- Pier or Dock
- Private Beach
- Beach
- Golf Club
- Bar or Lounge
About This Home
As of February 2026Discover 33570 Windswept Drive, Unit 3301 — an impeccably renovated luxury condo in the exclusive, gated community of The Peninsula on the Indian River Bay. Perfectly positioned with breathtaking panoramic golf course and nature views, this residence delivers a sophisticated, turn-key living experience that feels like a five-star resort every day. Step inside and be greeted by a light-filled, open-concept design crafted for effortless entertaining and elevated everyday living. From designer Scalamandré wallpaper and an elegant Farrow & Ball + Fine Paints of Europe palette to premium Emtek hardware and ultra-luxe carpeting, every detail has been thoughtfully curated for modern elegance and comfort. The living area is a showstopper — featuring a custom fireplace wall framed by floor-to-ceiling built-ins designed to showcase your favorite art and décor. The gourmet kitchen is a dream for culinary creatives, boasting granite countertops, 42-inch custom cabinetry with glass display fronts, abundant storage, and a seamless pass-through to the dining room for easy entertaining. An adjacent family room invites you to relax, with expansive windows capturing stunning fairway and natural vistas — the perfect backdrop for memorable moments with friends and loved ones. The primary suite is your private sanctuary, complete with a spa-inspired ensuite bath featuring a frameless glass shower, soaking tub, dual vanities, and an expansive custom walk-in closet. Step out onto your private screened balcony to enjoy peaceful sunrise views of the first fairway — your personal retreat for morning coffee or evening wine. Two additional guest suites offer luxurious accommodations: one with private access to a designer hall bath, and the other with its own screened porch overlooking serene natural beauty — ideal for sipping cocktails at sunset. Living in The Peninsula means access to an unparalleled array of resort-style amenities, including the Jack Nicklaus Signature Golf Course, The Terrace Grille for poolside dining and drinks, an indoor pool, outdoor pools, a wave pool, state-of-the-art fitness center, full-service spa, tennis and pickleball courts, basketball courts, a private beach and pier, clubhouse with fine dining, billiards, meeting rooms, and scenic nature trails along Lingo Creek. Whether you’re seeking a primary residence or a coastal retreat, this move-in-ready condo offers effortless luxury living in a community designed for recreation, relaxation, and connection. Furnishings are available through a separate Bill of Sale. Don’t miss the opportunity to call this stunning residence your own — schedule your private tour today!
Last Agent to Sell the Property
(302) 539-1777 catinafair@northroprealty.com Coldwell Banker Realty Brokerage Phone: 3027031144 License #RS-0025312 Listed on: 03/27/2025
Last Buyer's Agent
(302) 645-6661 leeann@leeanngroup.com Berkshire Hathaway HomeServices PenFed Realty License #RA-0002064
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Property Details
Home Type
- Condominium
Year Built
- Built in 2007
Lot Details
- Private Beach
- Open Space
- Landscaped
- Sprinkler System
HOA Fees
Property Views
- Pond
- Golf Course
- Garden
Home Design
- Contemporary Architecture
- Entry on the 1st floor
- Frame Construction
- Aluminum Siding
Interior Spaces
- 1,894 Sq Ft Home
- Property has 1 Level
- Traditional Floor Plan
- Sound System
- Built-In Features
- Ceiling Fan
- Recessed Lighting
- Gas Fireplace
- Double Pane Windows
- Vinyl Clad Windows
- Insulated Windows
- Window Treatments
- Window Screens
- Sliding Doors
- Six Panel Doors
- Entrance Foyer
- Living Room
- Dining Room
- Sun or Florida Room
- Screened Porch
- Partial Basement
- Security Gate
Kitchen
- Gourmet Kitchen
- Gas Oven or Range
- Built-In Microwave
- Freezer
- Ice Maker
- Dishwasher
- Stainless Steel Appliances
- Upgraded Countertops
- Disposal
Flooring
- Wood
- Carpet
Bedrooms and Bathrooms
- 3 Main Level Bedrooms
- En-Suite Bathroom
- Walk-In Closet
- 2 Full Bathrooms
Laundry
- Laundry in unit
- Dryer
- Washer
Parking
- 1 Parking Space
- 1 Attached Carport Space
- Tuck Under Parking
- Lighted Parking
- Paved Parking
- 1 Assigned Parking Space
- Secure Parking
Accessible Home Design
- Accessible Elevator Installed
- Doors swing in
- No Interior Steps
Outdoor Features
- Balcony
- Screened Patio
- Waterfall on Lot
- Water Fountains
Utilities
- Forced Air Heating and Cooling System
- Vented Exhaust Fan
- Electric Water Heater
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 234-30.00-306.00-3301
Community Details
Overview
- Active Adult
- $1,250 Capital Contribution Fee
- Association fees include broadband, cable TV, common area maintenance, fiber optics at dwelling, health club, high speed internet, insurance, lawn maintenance, management, pier/dock maintenance, pool(s), recreation facility, reserve funds, road maintenance, sauna, security gate, snow removal, trash
- Low-Rise Community
- Peninsula Subdivision
- Property Manager
Amenities
- Concierge
- Picnic Area
- Common Area
- Clubhouse
- Game Room
- Billiard Room
- Community Dining Room
- Bar or Lounge
- 1 Elevator
Recreation
- Pier or Dock
- Beach
- Golf Club
- Golf Course Community
- Tennis Courts
- Community Basketball Court
- Volleyball Courts
- Shuffleboard Court
- Community Playground
- Fitness Center
- Community Indoor Pool
- Community Infinity Pool
- Community Pool or Spa Combo
- Heated Community Pool
- Lap or Exercise Community Pool
- Putting Green
- Dog Park
- Jogging Path
- Bike Trail
Pet Policy
- Limit on the number of pets
Security
- 24-Hour Security
- Gated Community
- Fire and Smoke Detector
- Fire Sprinkler System
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Mar 27, 2025
Closed on
Feb 26, 2026
Sold by
Koenig Peter
Bought by
Seller's Agent
Catina Fair
Coldwell Banker Realty
Buyer's Agent
Lee Ann Wilkinson
Berkshire Hathaway HomeServices PenFed Realty
List Price
$434,500
Sold Price
$440,000
Premium/Discount to List
$5,500
1.27%
Views
177
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$5,061
Avg. Annual Appreciation
-1.97%
Original Mortgage
$352,000
Outstanding Balance
$349,911
Interest Rate
6.1%
Mortgage Type
Credit Line Revolving
Estimated Equity
$85,028
Purchase Details
Listed on
May 7, 2022
Closed on
Jul 1, 2022
Sold by
Daly Patricia A
Bought by
Koenig Peter
Seller's Agent
John Cusato Sr.
Samson Properties of DE, LLC
Buyer's Agent
John Cusato Sr.
Samson Properties of DE, LLC
List Price
$440,000
Sold Price
$440,000
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
0.00%
Original Mortgage
$418,000
Interest Rate
5.25%
Mortgage Type
New Conventional
Purchase Details
Closed on
Mar 30, 2017
Sold by
Ollio David J and Ollio Irene M
Bought by
Trustees Of The David J & Irene M Ollio
Home Values in the Area
Average Home Value in this Area
Agents Specializing in The Peninsula, DE
-
Jennifer Smith
-
Dustin Oldfather
Dustin Oldfather
Compass
(302) 393-2276
1,396 Total Sales
5 in The Peninsula
$315K - $995K Price Range
-
Laurie Cannon
Laurie Cannon
ERA Martin Associates
(410) 936-3324
129 Total Sales
1 in The Peninsula
$1,165,000 Price
-
Barbara Carlson
Barbara Carlson
Keller Williams Realty
(302) 664-7068
28 Total Sales
1 in The Peninsula
$850,000 Price
-
Fred Sarstedt
Fred Sarstedt
Responds QuicklyRE/MAX Select - Princeton
(267) 573-3939
21 Total Sales
1 in The Peninsula
$650,000 Price
-
Vince DiPietro
Vince DiPietro
Northrop Realty
(302) 599-6085
131 Total Sales
1 in The Peninsula
$277,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $445,000 | None Listed On Document | ||
| Koenig Peter | $440,000 | None Listed On Document | |
| Trustees Of The David J & Irene M Ollio | -- | None Available |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $352,000 | ||
| Closed | Baich Dane C | $352,000 | |
| Previous Owner | Koenig Peter | $30,300 | |
| Previous Owner | Koenig Peter | $418,000 | |
| Previous Owner | Ollio David J | $126,500 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 02/21/2026 02/21/26 | Sold | $440,000 | +1.3% | $232 / Sq Ft | |
| 08/25/2025 08/25/25 | Price Changed | $434,500 | 0.0% | $229 / Sq Ft | |
| 08/25/2025 08/25/25 | For Sale | $434,500 | -7.4% | $229 / Sq Ft | |
| 08/20/2025 08/20/25 | Off Market | $469,000 | -- | -- | |
| 06/05/2025 06/05/25 | Price Changed | $469,000 | -3.3% | $248 / Sq Ft | |
| 04/24/2025 04/24/25 | Price Changed | $485,000 | -0.5% | $256 / Sq Ft | |
| 03/27/2025 03/27/25 | For Sale | $487,500 | +10.8% | $257 / Sq Ft | |
| 07/01/2022 07/01/22 | Sold | $440,000 | 0.0% | $237 / Sq Ft | View Prior Sale |
| 05/08/2022 05/08/22 | Pending | -- | -- | -- | |
| 05/07/2022 05/07/22 | For Sale | $440,000 | +43.9% | $237 / Sq Ft | |
| 01/31/2020 01/31/20 | Sold | $305,750 | -2.9% | $164 / Sq Ft | View Prior Sale |
| 12/12/2019 12/12/19 | Pending | -- | -- | -- | |
| 11/12/2019 11/12/19 | For Sale | $314,900 | -- | $169 / Sq Ft |
Source: Bright MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $806 | $29,750 | $0 | $29,750 |
| 2025 | $809 | $29,750 | $0 | $29,750 |
| 2024 | $1,271 | $29,750 | $0 | $29,750 |
| 2023 | $1,270 | $29,750 | $0 | $29,750 |
| 2022 | $1,237 | $29,750 | $0 | $29,750 |
| 2021 | $1,200 | $29,750 | $0 | $29,750 |
| 2020 | $1,145 | $29,750 | $0 | $29,750 |
| 2019 | $1,140 | $29,750 | $0 | $29,750 |
| 2018 | $1,151 | $30,450 | $0 | $0 |
| 2017 | $1,161 | $30,450 | $0 | $0 |
| 2016 | $1,023 | $30,450 | $0 | $0 |
| 2015 | $1,054 | $30,450 | $0 | $0 |
| 2014 | $1,039 | $30,450 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Catina Fair
Seller's Agent in 2026
Catina Fair
Coldwell Banker Realty
(443) 528-4424
18 in this area
55 Total Sales
-
Lee Ann Wilkinson
Buyer's Agent in 2026
Lee Ann Wilkinson
BHHS PenFed (actual)
(302) 205-0392
21 in this area
1,709 Total Sales
-
John Cusato Sr.
JC
Seller's Agent in 2022
John Cusato Sr.
Samson Properties of DE, LLC
(302) 448-9394
4 in this area
19 Total Sales
-
Valerie Ellenberger
VE
Seller's Agent in 2020
Valerie Ellenberger
Compass
(240) 401-4677
81 in this area
100 Total Sales
-
TM
Buyer's Agent in 2020
Terry MURRAY
Coldwell Banker Realty
Map
Source: Bright MLS
MLS Number: DESU2082154
APN: 234-30.00-306.00-3301
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site.
The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc.
Nearby Homes
- 33564 Windswept Dr Unit 2102
- 33570 Windswept Dr Unit 3307
- 33571 Windswept Dr Unit 9101
- 33571 Windswept Dr Unit 9302
- 33559 Windswept Dr Unit 11102
- 33580 Windswept Dr Unit 4207
- 33580 Windswept Dr Unit 4202
- 33580 Windswept Dr Unit 4307
- 33579 Windswept Dr Unit 8205
- 33579 Windswept Dr Unit 8204
- 33584 Windswept Dr Unit 5302
- 33584 Windswept Dr Unit 5401
- 33585 Windswept Dr Unit 7204
- 33585 Windswept Dr Unit 7303
- 33530 Tiderunner Ave Unit 22
- 33529 Tiderunner Ave
- 33241 Indian Bay Cir Unit 35
- 27535 S Nicklaus Ave
- 33187 Veranda Cir
- 27551 Medallion Ave
- 33564 Windswept Dr Unit 2202
- 33564 Windswept Dr Unit 2103
- 33564 Windswept Dr Unit 2304
- 33564 Windswept Dr Unit 2203
- 33564 Windswept Dr Unit 2302
- 33564 Windswept Dr
- 33564 Windswept Dr Unit 2101
- 425 Park Ln
- 33570 Windswept Dr Unit 3304
- 33570 Windswept Dr Unit 3106
- 33570 Windswept Dr Unit 3201
- 33570 Windswept Dr Unit 3205
- 33570 Windswept Dr Unit 3206
- 33570 Windswept Dr Unit 3203
- 33570 Windswept Dr Unit 3306
- 33570 Windswept Dr Unit 3102
- 33570 Windswept Dr Unit 3302
- 33570 Windswept Dr
- 33570 Windswept Dr Unit 3103
- 33558 Windswept Dr Unit 1101
Your Personal Tour Guide
Ask me questions while you tour the home.