NOT LISTED FOR SALE

33558 Windswept Dr Unit 1101 Millsboro, DE 19966

The Peninsula Neighborhood

Estimated Value: $337,000 - $412,221

2 Beds
2 Baths
1,670 Sq Ft
$568/mo HOA Fee

Last Sold June 05, 2025

Last sale price $335,000 $201 Per Sq Ft

Est. 6% increase in value since last sale

Current estimated payment $2,566/month

101 Days on Market

Highlights

  • Concierge
  • Bar or Lounge
  • 24-Hour Security
  • Golf Club
  • Fitness Center
  • Gourmet Kitchen

About This Home

As of June 2025

LOCATION LOCATION LOCATION - Welcome to the Windswept Condominiums in The Peninsula, Coastal Delaware's finest private country club community. A community with incredible amenities that you are beyond belief. This 2-bedroom 2-bathroom home with 1,700 square feet is available immediately. If you are looking for a second home, a primary home or a rental property this is the home for you. You will enjoy amazing views of the sunrise over the Jack Nicklaus Signature putting green. You are just steps away from the Clubhouse and restaurant, and one of the three pools. The open concept flow works well for entertainment. The large well-equipped Kitchen with stainless steel appliances, granite counter tops flows nicely into the Living Room/Dining Area. This room has a gas fireplace, high end built-in cabinets and a ceiling fan. The patio with pergola is conveniently located right off of the Living Room. Off of the kitchen is a bonus room that can easily be used as a den/office and extra sleeping space when needed. The spacious primary bedroom also faces the putting green. The attached primary bathroom has a walk-in shower, soaking tub and dual sinks for your convenience. The home has luxury vinyl flooring throughout all rooms and crown molding to add a little more sophistication. The home also has a security system, electronic front door locking system, upgraded lighting and a remote thermostat. There are ceiling fans in all room areas. There is an additional storage room off the side of the home for bikes, beach chairs and other toys. There are 2 parking spaces that come with this home. One of them is deeded and across from the front door. Some furniture does convey with the sale. See the attached list of furniture. This home can be used as a rental for 7 days or more from Memorial Day through Labor Day and 3 nights the remainder of the year.. It is a very popular rental and rents easily. Club membership is required, with membership level at the buyer's choice. - Social, Sport or Reserve To be able to rent the home you need to have the Sports membership. Please see attachment and ask for details.This is a very pet friendly community. The amenities are amazing at The Peninsula. This gated community offers, 24/7 Security Guard, Jack Nicklaus golf course, clubhouse, a nice restaurant, 3 pools, wave, adults-only, and indoor, newly refurbished fitness center, hot tubs, sauna, spa, game room, basketball, tennis and pickleball courts, a dog park, nature center, a private beach along the Rehoboth Bay, fishing pier, and miles of walking trails. There is also shuffleboard, pickleball, billiards, full-service spa. You only need to leave the community for basic staples.HOA & condo fees include Verizon FIOS Internet and TV service as well as common area & road maintenance, trash collection, 24/7 security, and contribution to long-term reserves for capital improvements and repairs. This home has been both a personal home and a rental unit. It is currently for rent. There are 3 weeks rented to date. These can be terminated if the new owner does not want rentals.

Last Agent to Sell the Property

Frank Hornstein

Iron Valley Real Estate at The Beach Listed on: 01/31/2025

Iron Valley Real Estate at The Beach

Last Buyer's Agent

Robert Fitzgerald

Coldwell Banker Realty License #RS-0025286

Coldwell Banker Realty

Property Details

Home Type

  • Condominium

Est. Annual Taxes

  • $1,172

Year Built

  • Built in 2007

Lot Details

  • Sprinkler System

HOA Fees

Home Design

  • Coastal Architecture
  • Entry on the 1st floor
  • Frame Construction
  • Aluminum Siding

Interior Spaces

  • 1,670 Sq Ft Home
  • Property has 1 Level
  • Open Floorplan
  • Partially Furnished
  • Crown Molding
  • Ceiling Fan
  • Recessed Lighting
  • Gas Fireplace
  • Double Pane Windows
  • Window Treatments
  • Combination Dining and Living Room
  • Den

Kitchen

  • Gourmet Kitchen
  • Electric Oven or Range
  • Built-In Microwave
  • Ice Maker
  • Dishwasher
  • Stainless Steel Appliances
  • Upgraded Countertops
  • Disposal

Bedrooms and Bathrooms

  • 2 Main Level Bedrooms
  • En-Suite Primary Bedroom
  • Walk-In Closet
  • 2 Full Bathrooms
  • Soaking Tub
  • Bathtub with Shower
  • Walk-in Shower

Laundry

  • Laundry in unit
  • Electric Dryer

Home Security

  • Security Gate
  • Motion Detectors

Parking

  • 2 Open Parking Spaces
  • 2 Parking Spaces
  • Parking Lot
  • Assigned Parking

Accessible Home Design

  • Accessible Elevator Installed
  • No Interior Steps

Utilities

  • Forced Air Heating and Cooling System
  • Underground Utilities
  • Propane
  • Electric Water Heater
  • Cable TV Available

Listing and Financial Details

  • Property is used as a vacation rental
  • Assessor Parcel Number 234-30.00-306.00-1101

Community Details

Overview

  • $1,250 Capital Contribution Fee
  • Association fees include broadband, cable TV, common area maintenance, exterior building maintenance, fiber optics at dwelling, high speed internet, insurance, lawn maintenance, pier/dock maintenance, reserve funds, road maintenance, security gate, snow removal, trash
  • Peninsula Community Association
  • Low-Rise Condominium
  • Peninsula Subdivision
  • Property Manager

Amenities

  • Concierge
  • Picnic Area
  • Common Area
  • Sauna
  • Clubhouse
  • Game Room
  • Billiard Room
  • Community Center
  • Meeting Room
  • Party Room
  • Community Dining Room
  • Recreation Room
  • Bar or Lounge

Recreation

  • Golf Club
  • Golf Course Community
  • Golf Course Membership Available
  • Tennis Courts
  • Community Basketball Court
  • Shuffleboard Court
  • Community Playground
  • Fitness Center
  • Community Indoor Pool
  • Community Spa
  • Putting Green
  • Jogging Path
  • Bike Trail

Pet Policy

  • Limit on the number of pets
  • Dogs and Cats Allowed

Security

  • 24-Hour Security
  • Gated Community
  • Fire and Smoke Detector
  • Fire Sprinkler System

Property Details

Home Type

Condominium

Est. Annual Taxes

$1,172

Year Built

Built in 2007

Lot Details

0

HOA Fees

$568 per month

Listing Details

  • Property Type: Residential
  • Structure Type: Unit/Flat/Apartment
  • Unit Building Type: Garden 1 - 4 Floors
  • Architectural Style: Coastal
  • Sussex De Quadrants: Between Rt 1 & 113
  • Accessibility Features: Elevator, No Stairs
  • Ownership: Condominium
  • Historic: No
  • Inclusions: Some furniture - see attached list
  • New Construction: No
  • Story List: Main
  • Federal Flood Zone: No
  • Year Built: 2007
  • Automatically Close On Close Date: No
  • Building Winterized: No
  • Remarks Public: LOCATION LOCATION LOCATION - Welcome to the Windswept Condominiums in The Peninsula, Coastal Delaware's finest private country club community. A community with incredible amenities that you are beyond belief. This 2-bedroom 2-bathroom home with 1,700 square feet is available immediately. If you are looking for a second home, a primary home or a rental property this is the home for you. You will enjoy amazing views of the sunrise over the Jack Nicklaus Signature putting green. You are just steps away from the Clubhouse and restaurant, and one of the three pools. The open concept flow works well for entertainment. The large well-equipped Kitchen with stainless steel appliances, granite counter tops flows nicely into the Living Room/Dining Area. This room has a gas fireplace, high end built-in cabinets and a ceiling fan. The patio with pergola is conveniently located right off of the Living Room. Off of the kitchen is a bonus room that can easily be used as a den/office and extra sleeping space when needed. The spacious primary bedroom also faces the putting green. The attached primary bathroom has a walk-in shower, soaking tub and dual sinks for your convenience. The home has luxury vinyl flooring throughout all rooms and crown molding to add a little more sophistication. The home also has a security system, electronic front door locking system, upgraded lighting and a remote thermostat. There are ceiling fans in all room areas. There is an additional storage room off the side of the home for bikes, beach chairs and other toys. There are 2 parking spaces that come with this home. One of them is deeded and across from the front door. Some furniture does convey with the sale. See the attached list of furniture. This home can be used as a rental for 7 days or more from Memorial Day through Labor Day and 3 nights the remainder of the year.. It is a very popular rental and rents easily. Club membership is required, with membership level at the buyer's choice. - Social, Sport or Reserve To be able to rent the home you need to have the Sports membership. Please see attachment and ask for details. This is a very pet friendly community. The amenities are amazing at The Peninsula. This gated community offers, 24/7 Security Guard, Jack Nicklaus golf course, clubhouse, a nice restaurant, 3 pools, wave, adults-only, and indoor, newly refurbished fitness center, hot tubs, sauna, spa, game room, basketball, tennis and pickleball courts, a dog park, nature center, a private beach along the Rehoboth Bay, fishing pier, and miles of walking trails. There is also shuffleboard, pickleball, billiards, full-service spa. You only need to leave the community for basic staples. HOA & condo fees include Verizon FIOS Internet and TV service as well as common area & road maintenance, trash collection, 24/7 security, and contribution to long-term reserves for capital improvements and repairs. This home has been both a personal home and a rental unit. It is currently for rent. There are 3 weeks rented to date. These can be terminated if the new owner does not want rentals.
  • Washer Dryer Hookups YN: Yes
  • Special Features: None
  • Property Sub Type: Condos

Interior Features

  • Appliances: Built-In Microwave, Disposal, Dryer - Electric, Dishwasher, Icemaker, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Water Heater
  • Entry Floor: 1
  • Interior Amenities: Bathroom - Soaking Tub, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Dining/Living, Crown Moldings, Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Pantry, Recessed Lighting, Sprinkler System, Upgraded Countertops, Walk-In Closet(s), Window Treatments
  • Window Features: Double Pane
  • Fireplace Features: Gas/Propane
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Levels Count: 1
  • Room List: Living Room, Primary Bedroom, Bedroom 2, Kitchen, Den, Primary Bathroom, Full Bath
  • Basement: No
  • Laundry Type: Dryer In Unit, Washer In Unit
  • Total Sq Ft: 1670
  • Living Area Sq Ft: 1670
  • Price Per Sq Ft: 208.98
  • Above Grade Finished Sq Ft: 1670
  • Above Grade Finished Area Units: Square Feet
  • Street Number Modifier: 33558

Beds/Baths

  • Bedrooms: 2
  • Main Level Bedrooms: 2
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Level Bathrooms: 2.00
  • Main Level Full Bathrooms: 2

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Frame, Aluminum Siding
  • Spa: No
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: Yes - Community
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage: No
  • Total Garage And Parking Spaces: 2
  • Type Of Parking: Parking Lot
  • Parking Lot Number Of Spaces: 2

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C
  • Heating Fuel: Electric
  • Heating Type: Forced Air
  • Heating: Yes
  • Hot Water: Electric
  • Security: 24 Hour Security, Motion Detectors, Security Gate, Smoke Detector, Sprinkler System - Indoor
  • Sewer/Septic System: Public Sewer
  • Utilities: Under Ground, Cable Tv, Electric Available, Propane, Sewer Available, Water Available
  • Water Source: Public
  • Municipal Trash: No
  • Internet Services: Fiber Optic

Condo/Co-op/Association

  • HOA Fees: 236.00
  • HOA Fee Frequency: Monthly
  • Condo Co-Op Association: Yes
  • Condo Co-Op Fee: 332.00
  • Condo Co-Op Fee Frequency: Monthly
  • HOA Condo Co-Op Amenities: Bar/Lounge, Basketball Courts, Bike Trail, Billiard Room, Cable, Club House, Common Grounds, Community Center, Concierge, Dining Rooms, Elevator, Exercise Room, Fitness Center, Game Room, Gated Community, Golf Club, Golf Course, Golf Course Membership Available, Hot Tub, Jog/Walk Path, Meeting Room, Party Room, Picnic Area, Pool - Indoor, Pool - Outdoor, Putting Green, Recreational Center, Reserved/Assigned Parking, Sauna, Security, Shuffleboard, Spa, Swimming Pool, Tennis Courts, Tot Lots/Playground
  • HOA Condo Co-Op Fee Includes: Broadband, Cable Tv, Common Area Maintenance, Ext Bldg Maint, Fiber Optics At Dwelling, High Speed Internet, Insurance, Lawn Maintenance, Pier/Dock Maintenance, Reserve Funds, Road Maintenance, Security Gate, Snow Removal, Trash
  • HOA Name: PENINSULA COMMUNITY ASSOCIATION
  • HOA: Yes
  • Senior Community: No
  • Association Recreation Fee: No
  • Community Pool Features: In Ground

Fee Information

  • Capital Contribution Fee: 1250.00

Schools

  • School District: INDIAN RIVER
  • School District Key: 300200396898
  • School District Source: Listing Agent

Lot Info

  • Horses: No
  • Additional Parcels: No
  • Land Use Code: 999
  • Lot Dimensions: 0.00 x 0.00
  • Year Assessed: 2024
  • Zoning: MR
  • In City Limits: No

Rental Info

  • Furnished: Partially
  • Ground Rent Exists: No
  • Lease Considered: No
  • Pets: Cats Ok, Dogs Ok, Number Limit
  • Pets Allowed: Yes
  • Vacation Rental: Yes
  • Property Manager: Yes

Tax Info

  • School Tax: 1046.00
  • Tax Annual Amount: 1172.00
  • Assessor Parcel Number: 234-30.00-306.00-1101
  • County Tax Payment Frequency: Annually
  • Tax Year: 2024
  • Close Date: 06/05/2025

MLS Schools

  • School District Name: INDIAN RIVER

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jan 31, 2025
Closed on
Jun 5, 2025
Sold by
Sermon Andrew L and Sermon Kathleen M
Bought by
Underkoffler Michael and Underkoffler Melissa
Seller's Agent
Frank Hornstein
Iron Valley Real Estate at The Beach
Buyer's Agent
Robert Fitzgerald
Coldwell Banker Realty
List Price
$361,000
Sold Price
$335,000
Premium/Discount to List
-$26,000
-7.2%
Views
107
Current Estimated Value
$356,555

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$21,555
Avg. Annual Appreciation
16.20%

Purchase Details

Listed on
Sep 4, 2021
Closed on
Nov 1, 2021
Sold by
Brosnan William F and Brosnan Noreen B
Bought by
Sermon Andrew L and Sermon Kathleen M
Seller's Agent
Sandi Bisgood
Monument Sotheby's International Realty
Buyer's Agent
Candace Colburn
Long & Foster Real Estate, Inc.
List Price
$345,000
Sold Price
$315,000
Premium/Discount to List
-$30,000
-8.7%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
1.73%
Source: Public Records

Range of Values:

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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Underkoffler Michael $335,000 None Listed On Document
Underkoffler Michael $335,000 None Listed On Document
Sermon Andrew L $315,000 Giordano Delcollo Werb & Gagne
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/05/2025 06/05/25 Sold $335,000 -4.0% $201 / Sq Ft
05/12/2025 05/12/25 Pending -- -- --
04/26/2025 04/26/25 Price Changed $349,000 -2.2% $209 / Sq Ft
04/01/2025 04/01/25 Price Changed $357,000 -1.1% $214 / Sq Ft
01/31/2025 01/31/25 For Sale $361,000 +14.6% $216 / Sq Ft
11/01/2021 11/01/21 Sold $315,000 -4.5% $188 / Sq Ft
10/09/2021 10/09/21 Pending -- -- --
09/28/2021 09/28/21 Price Changed $330,000 -4.3% $197 / Sq Ft
09/04/2021 09/04/21 For Sale $345,000 -- $206 / Sq Ft
Source: Bright MLS

Tax History Compared to Growth

Source: Public Records

Tax History

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
2024 $1,172 $27,750 $0 $27,750
2023 $1,171 $27,750 $0 $27,750
2022 $1,152 $27,750 $0 $27,750
2021 $1,118 $27,750 $0 $27,750
2020 $1,066 $27,750 $0 $27,750
2019 $1,086 $27,750 $0 $27,750
2018 $1,072 $28,350 $0 $0
2017 $1,081 $28,350 $0 $0
2016 $952 $28,350 $0 $0
2015 $982 $28,350 $0 $0
2014 $967 $28,350 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Bright MLS

MLS Number: DESU2077726

Bright MLS

APN: 234-30.00-306.00-1101