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$599,900

  • For Sale
  • Under Contract
  • Condo
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,973 Sq. Ft.
  • 1 Car Garage
  • Updated 11 days ago
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Located in the sought-after Oyster Bay Villas community, this fully furnished townhome presents a rare opportunity to own a piece of coastal paradise. Ideally situated within easy walking or biking distance of downtown Rehoboth-without the hassle of accessing Rt. 1-and just 1.5 miles from Dewey Beach, it serves perfectly as a beach getaway or year-round residence. The open-concept first floor flows to a screened-in porch via sliding glass doors, ideal for entertaining, while the spacious primary suite features a bath with double sinks. Just steps from the community pool, the home also boasts brand-new ceramic flooring throughout the entry, adding an inviting beachy feel. Whether you crave a tranquil retreat or lively seaside adventures, this townhome offers the best of both worlds. Opportunities in Oyster Bay Villas are rare-don't miss your chance to own this slice of coastal heaven.

Full Property Details for 37506 Kaitlyn Dr #20

General

  • Price: $599,900
  • HOA FEE: $467/month
  • HOA FEE FREQ.: Quarterly
  • Status: Under Contract
  • Type: Condo
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2116938
  • Updated: 7/28/2026
  • Added to Site: 12 day(s) ago

Interior

  • Rooms/Areas: Kitchen
  • Interior Features: Dining Area, Ceiling Fan(s), Attic, Carpet, Floor Plan - Traditional
  • Appliances: Dishwasher, Dryer - Electric, Oven - Single, Refrigerator, Washer
  • Furnished: Yes
  • Flooring: Luxury Vinyl Plank, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Additional Information

  • Shared Pool: Yes
  • Pool: Yes

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 4
  • Parking Type: Attached Garage, Driveway, Other
  • Garage Description: Garage - Front Entry, Garage Door Opener

Location

  • Area: Lewes Rehoboth Hundred (31009)
  • County: SUSSEX
  • Subdivision: OYSTER BAY VILLAS
  • Driving Directions: Rt 1 to Bay Vista Rd. Left into Oyster Bay

School Information

  • School District: Cape Henlopen

Community

  • Assoc. Fees Include: Common Area Maintenance, Ext Bldg Maint, Insurance, Lawn Maintenance, Pool(s), Recreation Facility, Road Maintenance, Snow Removal, Trash
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Private Sewer
  • Water: Public

Structural Information

  • Architectural Style: Side-by-Side
  • Structure Type: Twin/Semi-Detached
  • Construction: Vinyl Siding
  • Foundation: Crawl Space
  • Roof: Metal, Shingle
  • Stories Description: Main, Upper 1
  • Square Feet: 1,973
  • Sq. Ft. Source: Estimated
  • Living Area: 1,973 Sq. Ft.
  • Finished Above Grnd: 1,973 Sq. Ft.
  • Year Built: 2003
  • Year Built Source: Estimated

Lot Features

  • Lot Size Source: Estimated
  • Zoning: R

Financial Considerations

  • Price Per Sq. Ft.: $304.05
  • Condo Fee: $1,400
  • Condo Fee Freq: Quarterly
  • School Tax: $895
  • City/TownTax: $101
  • City/TownTax Freq: Annually

Disclosures and Reports

  • Ownership: Fee Simple
  • Condo: Yes
  • Inclusions: ALL FURNITURE INCLUDED
Buyer's Brokerage Compensation: 2%
Not binding unless confirmed by separate agreement among applicable parties.

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— 37506 Kaitlyn Dr #20 —

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 37506 Kaitlyn Dr #20

School District:Cape Henlopen School District
NameGradesDistance
Rehoboth Elementary School
500 Stockley Street, Rehoboth Beach, DE 19971
PK-60.4 mi
Beacon Middle School
19483 John J Williams Highway, Lewes, DE 19958
4-82.9 mi
Cape Henlopen High School
1250 Kings Highway, Lewes, DE 19958
8-124.6 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 37506 Kaitlyn Dr #20 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/27/2026
Listed
$599,900
72.63%
MLS
11/23/2015
Sold
$347,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 37506 Kaitlyn Dr #20

Year
Property Taxes
Change
Tax Assessment
Change
2025
$996
-19%
$23,500
—
2023
$1,229
4%
$23,500
—
2022
$1,186
1%
$23,500
—
2021
$1,175
—
$23,500
—
2020
$1,171
—
$23,500
-6%
2019
$1,173
7%
$24,950
—
2018
$1,096
4%
$24,950
—
2017
$1,049
5%
$24,950
—
2016
$997
5%
$24,950
—
2015
$952
1%
$24,950
—
2014
$945
3%
$24,950
—
2013
$919
—
$24,950
—
View All
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 for 37506 Kaitlyn Dr #20

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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37506 Kaitlyn Drive #20, Rehoboth Beach, DE 19971 (MLS# DESU2116938) is a Condo property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 37506 Kaitlyn Drive #20 is currently listed for $599,900 and was received on July 27, 2026. This property is listed by The Delashore Team from our Coastal Delaware Office.Want to learn more about 37506 Kaitlyn Drive #20? Do you have questions about finding other Condo real estate for sale in Rehoboth Beach? You can browse all Rehoboth Beach real estate or contact a Coldwell Banker agent to request more information.

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