Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$939,000 -$20,000 (-2.09%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,944 Sq. Ft.
  • 2 Car Garage
  • Updated 15 hours ago
See This Home
Save This Home
See This Home
Save This Home
This 4-bedroom, 3.5-bath contemporary home offers nearly 3,000 square feet of comfortable-and expandable-living space with a flexible floor plan designed for everyday living and entertaining. The main level features a welcoming foyer, a formal dining room, and a spacious kitchen with Corian countertops, an island, breakfast bar, and a bright breakfast nook that opens to a cozy sitting area and deck overlooking the backyard. The first-floor primary suite includes a walk-in closet and an en suite bath with dual vanities, soaking tub, and separate shower. Additional highlights include hardwood flooring, a laundry/utility area, a half bath, and a 2-car garage. Upstairs, you'll find three generously sized bedrooms-one with its own en suite bath-plus a hall bath and a finished flex room (finished but unconditioned), perfect for a studio, office, or gym. Walk-in attic storage and a walk-up third floor offer excellent expansion potential. Recent updates add peace of mind: roof (2018) and AC (2023). This well-maintained home combines space, comfort, and flexibility in one of Rehoboth's most desirable communities-just minutes from beaches, dining, and downtown charm.

Full Property Details for 107 Cheshire Way

General

  • Price: $939,000
  • HOA FEE: $29/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,874 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2095832
  • Updated: 1/12/2026
  • Added to Site: 132 day(s) ago

Interior

  • Number of Rooms: 15
  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Breakfast Room, Laundry, Bathroom 2, Bathroom 3, Attic, Hobby Room, Primary Bathroom, Half Bath
  • Interior Features: Attic, Ceiling Fan(s), Entry Level Bedroom, Formal/Separate Dining Room, Kitchen - Eat-In, Primary Bath(s), Recessed Lighting, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Oven/Range - Electric, Refrigerator, Washer, Water Heater
  • Flooring: Hardwood, Ceramic Tile, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Main Floor

Exterior

  • Porch/Patio/Deck: Deck(s)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Front Entry

Location

  • Area: Lewes Rehoboth Hundred (31009)
  • County: SUSSEX
  • Subdivision: REHOBOTH BEACH YACHT AND CC
  • Driving Directions: *

School Information

  • School District: Cape Henlopen
  • High School: Cape Henlopen

Community

  • Association: Yes
  • Assoc. Name: BLACKPOOL HOA

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Contemporary
  • Structure Type: Detached
  • Construction: Frame, Stone, Dryvit
  • Foundation: Block
  • Stories Description: Main, Upper 1
  • Square Feet: 2,944
  • Sq. Ft. Source: Estimated
  • Living Area: 2,944 Sq. Ft.
  • Finished Above Grnd: 2,944 Sq. Ft.
  • Year Built: 2003
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,890
  • Lot Size Source: Assessor
  • Lot Dimensions: 93.00 x 121.00
  • Zoning: MR

Financial Considerations

  • Price Per Sq. Ft.: $318.95
  • Association Fee: $350
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2025
  • School Tax: $1,684
  • County Tax: $190
  • County Tax Freq: Annually
  • Tax Amount: $1,874
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 86

Listed by RE/MAX Realty Group Rehoboth, Debbie Reed and RE/MAX Realty Group Rehoboth, Cyndi Marsh

Quickly Find Out More

* Indicates a required field

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 Send Message, 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.

We Value Your Privacy

Listing agents

— 107 Cheshire Way —

  • Debbie Reed

    RE/MAX Realty Group Rehoboth

  • Cyndi Marsh

    RE/MAX Realty Group Rehoboth

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 107 Cheshire Way

School District:Cape Henlopen School District
NameGradesDistance
Rehoboth Elementary School
500 Stockley Street, Rehoboth Beach, DE 19971
PK-60.9 mi
Mariner Middle School
16391 Harbeson Road, Milton, DE 19968
5-812.1 mi
Cape Henlopen High School
1250 Kings Highway, Lewes, DE 19958
8-124.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 107 Cheshire Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/12/2026
Price Reduced
$939,000
-2.09%
MLS
11/04/2025
Price Reduced
$959,000
-2.04%
MLS
10/06/2025
Price Reduced
$979,000
-2%
MLS
9/05/2025
Listed
$999,000
—
MLS
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 107 Cheshire Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,874
-19%
$46,750
—
2023
$2,302
4%
$46,750
—
2022
$2,222
1%
$46,750
—
2021
$2,202
—
$46,750
—
2020
$2,195
—
$46,750
—
2019
$2,198
7%
$46,750
—
2018
$2,053
4%
$46,750
—
2017
$1,966
5%
$46,750
—
2016
$1,867
5%
$46,750
—
2015
$1,784
1%
$46,750
—
2014
$1,771
3%
$46,750
—
2013
$1,721
—
$46,750
—
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 107 Cheshire Way

$
Down Payment
%
$
%

$
$
$

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by RE/MAX Realty Group Rehoboth, Debbie Reed and RE/MAX Realty Group Rehoboth, Cyndi Marsh

Similar Properties near 107 Cheshire Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

24330 Inkberry Dr, Harbeson, DE 19951 - Photo 1
$939,900

24330 Inkberry Dr  Harbeson, DE 19951

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,948
    Sq. Ft.
Listed by Compass, MICHAEL KENNEDY
31231 Wiltbank Ave, Lewes, DE 19958 - Photo 1
$929,900

31231 Wiltbank Ave  Lewes, DE 19958

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 2,478
    Sq. Ft.
Listed by Compass, Dustin Oldfather and Compass, Mariya Oldfather
33811 Joel Ln, Lewes, DE 19958 - Photo 1
$949,990

33811 Joel Ln  Lewes, DE 19958

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,185
    Sq. Ft.
Listed by Delaware Homes Inc, Barbara K Heilman
31247 Wiltbank Ave, Lewes, DE 19958 - Photo 1
$924,900

31247 Wiltbank Ave  Lewes, DE 19958

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 3,338
    Sq. Ft.
Listed by Compass, Dustin Oldfather and Compass, Mariya Oldfather

Just Listed near 107 Cheshire Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

17282 Ridgeline Dr, Lewes, DE 19958 - Photo 1 Just Listed
$169,900

17282 Ridgeline Dr  Lewes, DE 19958

  • Mobile Home
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,456
    Sq. Ft.
Listed by Kelley Bjorkland (443) 880-1032
17577 Nassau Commons Blvd, Lewes, DE 19958 - Photo 1 Just Listed
$1,650

17577 Nassau Commons Blvd  #201  Lewes, DE 19958

  • Commercial Lease
  • Active
Listed by Brett DePrince (302) 604-3431
35224 Seaport Loop, Lewes, DE 19958 - Photo 1 Just Listed
$670,000

35224 Seaport Loop  Lewes, DE 19958

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 4,116
    Sq. Ft.
Listed by Dave Clark (484) 885-7355
23810 Evergreen Ln, Lewes, DE 19958 - Photo 1 Just Listed
$190,000

23810 Evergreen Ln  Lewes, DE 19958

  • Mobile Home
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,560
    Sq. Ft.
Listed by Keller Williams Realty, Erin S. Lee

Price Reduced near 107 Cheshire Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1602 Bayard Ave, Dewey Beach, DE 19971 - Photo 1 Price Reduced
-$200,000 (-11.8%)
$1,495,000

1602 Bayard Ave  Dewey Beach, DE 19971

  • Single Family
  • Active
  • Updated 8 hours ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,516
    Sq. Ft.
Listed by Investors Realty, Inc., Brittany Marie Breeding
31080 Silver Maple Dr, Lewes, DE 19958 - Photo 1 Price Reduced
-$25,000 (-4.01%)
$599,000
Open House

31080 Silver Maple Dr  Lewes, DE 19958

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,694
    Sq. Ft.
Listed by The Real McCoy Group (302) 339-5368
1 Andover Ln, Lewes, DE 19958 - Photo 1 Price Reduced
-$100 (-0.12%)
$82,400

1 Andover Ln  #B-16  Lewes, DE 19958

  • Mobile Home
  • Active
  • Updated 22 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 980
    Sq. Ft.
Listed by Sea Bova Associates Inc., LINDA BOVA and Sea Bova Associates Inc., BRIDGET BAUER
319 Samantha Dr, Lewes, DE 19958 - Photo 1 Price Reduced
-$10,000 (-1.64%)
$599,900
Open House

319 Samantha Dr  Lewes, DE 19958

  • Townhouse
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,049
    Sq. Ft.
Listed by Coldwell Banker Premier - Lewes, Julie Gritton and Coldwell Banker Premier - Lewes, Leisa Armstrong

Recent Sales near 107 Cheshire Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

37430 5th St, Rehoboth Beach, DE 19971 - Photo 1 Sold
$1,010,000

37430 5th St  Rehoboth Beach, DE 19971

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
Listed by Keller Williams Realty, Terry Stinson and Keller Williams Realty, APRYL PARCHER
Sold by Jack Lingo - Rehoboth, STEPHEN MCGUINESS
43 Canal Landing Ct, Rehoboth Beach, DE 19971 - Photo 1 Sold
$865,000

43 Canal Landing Ct  Rehoboth Beach, DE 19971

  • Townhouse
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,600
    Sq. Ft.
Listed by Jack Lingo - Lewes, ELIZABETH M COOCH
Sold by ReMax Coastal, Dan E Thiewes
17691 Garden Path, Rehoboth Beach, DE 19971 - Photo 1 Sold
$860,000

17691 Garden Path  Rehoboth Beach, DE 19971

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,764
    Sq. Ft.
Listed by Northrop Realty, William Rash and Northrop Realty, Megan Phillips Rash
Sold by Monument Sotheby's International Realty, Andrew Staton
21 Canal Landing Ct, Rehoboth Beach, DE 19971 - Photo 1 Sold
$945,000

21 Canal Landing Ct  Rehoboth Beach, DE 19971

  • Townhouse
  • Closed
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,600
    Sq. Ft.
Listed by Jack Lingo - Rehoboth, SHAUN TULL and Jack Lingo - Rehoboth, AMANDA RYAN
Sold by Compass, DANIEL H. DELLEGROTTI and Compass, ROBIN DAVIS

107 Cheshire Way, Rehoboth Beach, DE 19971 (MLS# DESU2095832) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 107 Cheshire Way is currently listed for $939,000 and was received on September 05, 2025. Want to learn more about 107 Cheshire Way? Do you have questions about finding other Single Family 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.

Tour this property