$449,000
COMING SOON JAN 02, 2026

33564 Windswept Dr Unit 2102 Millsboro, DE 19966

The Peninsula Neighborhood

Estimated payment $3,150/month

Total Views 198
3 Beds
3 Baths
1,860 Sq Ft
$753/mo HOA Fee

Highlights

  • 24 Feet of Waterfront
  • Fitness Center
  • Gated Community
  • Bar or Lounge
  • Water Oriented
  • Pond View

About This Home

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'.

Listing Agent

John Rishko

(302) 381-2504 john.rishko@gmail.com Patterson-Schwartz-Rehoboth Listed on: 12/05/2025

Patterson-Schwartz-Rehoboth

Property Details

Home Type

  • Condominium

Est. Annual Taxes

  • $504

Year Built

  • Built in 2007

Lot Details

  • 24 Feet of Waterfront
  • Property is in excellent condition

HOA Fees

Home Design

  • Contemporary Architecture
  • Entry on the 1st floor
  • Stick Built Home

Interior Spaces

  • 1,860 Sq Ft Home
  • Property has 1 Level
  • Open Floorplan
  • Ceiling Fan
  • Recessed Lighting
  • 1 Fireplace
  • Pond Views
  • Dryer

Kitchen

  • Gas Oven or Range
  • Range Hood
  • Built-In Microwave
  • Ice Maker
  • Dishwasher
  • Stainless Steel Appliances
  • Disposal

Flooring

  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Walk-In Closet
  • 3 Full Bathrooms

Parking

  • Private Parking
  • Lighted Parking
  • Paved Parking
  • Parking Lot

Outdoor Features

  • Water Oriented
  • Property is near a pond
  • Lake Privileges
  • Screened Patio

Utilities

  • Central Air
  • Heat Pump System
  • 200+ Amp Service
  • Electric Water Heater

Listing and Financial Details

  • Coming Soon on 1/2/26
  • Assessor Parcel Number 234-30.00-306.00-2102

Community Details

Overview

  • $1,250 Capital Contribution Fee
  • Association fees include common area maintenance, exterior building maintenance, high speed internet, lawn maintenance, pool(s), snow removal, trash
  • $175 Other One-Time Fees
  • Low-Rise Condominium
  • Peninsula Subdivision

Amenities

  • Common Area
  • Clubhouse
  • Community Center
  • Bar or Lounge

Recreation

  • Golf Course Membership Available
  • Tennis Courts
  • Community Playground
  • Fitness Center
  • Community Indoor Pool
  • Putting Green

Pet Policy

  • Pets allowed on a case-by-case basis

Security

  • Security Service
  • Gated Community

Property Details

Home Type

Condominium

Est. Annual Taxes

$504

Year Built

Built in 2007

Lot Details

0

HOA Fees

$753 per month

Listing Details

  • Property Type: Residential
  • Structure Type: Unit/Flat/Apartment
  • Unit Building Type: Garden 1 - 4 Floors
  • Architectural Style: Contemporary
  • Sussex De Quadrants: Between Rt 1 & 113
  • Ownership: Condominium
  • New Construction: No
  • Story List: Upper 1
  • Expected On Market: 1/2/2026 12:00:00 AM
  • Federal Flood Zone: No
  • Year Built: 2007
  • Washer Dryer Hookups YN: Yes
  • Special Features: 4128
  • Property Sub Type: Condos

Interior Features

  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Icemaker, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Water Heater
  • Entry Floor: 1
  • Flooring Type: Carpet, Ceramic Tile
  • Interior Amenities: Carpet, Ceiling Fan(s), Floor Plan - Open, Pantry, Recessed Lighting, Walk-In Closet(s)
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Wall Ceiling Types: Dry Wall
  • Levels Count: 1
  • Basement: No
  • Living Area Units: Square Feet
  • Total Sq Ft: 1860
  • Living Area Sq Ft: 1860
  • Price Per Sq Ft: 241.40
  • Above Grade Finished Sq Ft: 1860
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Upper Level Bathrooms: 3
  • Upper Level Bathrooms: 3.00

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Stick Built
  • View: Pond
  • Water Access: No
  • Water Body Type: Pond
  • Waterfront: Yes
  • Water Oriented: Yes
  • Pool: Yes - Community
  • Water View: Yes
  • Water Frontage In Feet: 24

Garage/Parking

  • Garage: No
  • Parking Features: Lighted Parking, Paved Parking, Private
  • Type Of Parking: Parking Lot

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C
  • Electric Service: 200+ Amp Service
  • Heating Fuel: Natural Gas
  • Heating Type: Heat Pump(s)
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • HOA Fees: 816.00
  • HOA Fee Frequency: Quarterly
  • Condo Co-Op Association: Yes
  • Condo Co-Op Fee: 1444.00
  • Condo Co-Op Fee Frequency: Quarterly
  • HOA Condo Co-Op 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
  • HOA Condo Co-Op Fee Includes: Common Area Maintenance, Ext Bldg Maint, High Speed Internet, Lawn Maintenance, Pool(s), Snow Removal, Trash
  • HOA: Yes
  • Senior Community: No
  • Association Recreation Fee: No

Fee Information

  • Other Fees: 175.00
  • Other Fees Frequency: One Time
  • Capital Contribution Fee: 1250.00

Schools

  • School District Source: Listing Agent

Lot Info

  • Land Lease: No
  • Outdoor Living Structures: Patio(s), Screened
  • Property Condition: Excellent
  • Zoning: MR
  • In City Limits: No

Rental Info

  • Pets: Case By Case Basis
  • Pets Allowed: Yes
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 504.00
  • Assessor Parcel Number: 234-30.00-306.00-2102
  • Tax Year: 2025

MLS Schools

  • School District Name: INDIAN RIVER

Map

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
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

Home Values in the Area

Source: Public Records

Average Home Value in this Area





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
2025 $503 $27,100 $0 $27,100
2024 $723 $27,100 $0 $27,100
2023 $721 $27,100 $0 $27,100
2022 $696 $27,100 $0 $27,100
2021 $718 $27,100 $0 $27,100
2020 $668 $27,100 $0 $27,100
2019 $663 $27,100 $0 $27,100
2018 $1,073 $27,750 $0 $0
2017 $1,082 $27,750 $0 $0
2016 $956 $27,750 $0 $0
2015 $961 $27,750 $0 $0
2014 $947 $27,750 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
04/12/2017 04/12/17 Sold $310,000 -4.6% $171 / Sq Ft View Prior Sale
03/30/2017 03/30/17 Pending -- -- --
12/16/2016 12/16/16 For Sale $324,900 -- $180 / Sq Ft
Source: Bright MLS

Purchase History

Date Type Sale Price Title Company
Condominium Deed -- --
Source: Public Records

Source: Bright MLS

MLS Number: DESU2101494

Bright MLS

APN: 234-30.00-306.00-2102