744 Helmsdale Way

Chesapeake, VA
$ 425,000 Beds 4 Baths 2.5 Sq 1,984 Virtual Tour
Monthly Estimate* How much can I afford?

Discover timeless charm in this beautiful, traditional home located in the heart of Chesapeake. Featuring 4 bedrooms, 2.5 bathrooms, and a spacious two-story layout, this home includes a bedroom with its own en suite bath, making it great for guests or added privacy. Gather around the cozy fireplace on cool evenings, or enjoy casual meals in the bright breakfast area. Step outside to a fully fenced backyard, great for entertaining, pets, or relaxing outdoors. Recent upgrades, including new siding and roof (2021) and a remodeled primary bathroom (2025), enhance both the home's beauty and value. An attached garage and attic complete this exceptional property. Don't miss your opportunity to make this Chesapeake gem your own!

Single Family

  • Price
  • $ 425,000
  • City
  • Chesapeake
  • Bedrooms
  • 4
  • Full Bathrooms
  • 2
  • County
  • CHESAPEAKE CITY
  • Half Bathrooms
  • 1
  • Area
  • South Chesapeake
  • Lot Size
  • 0.29 Acres
  • Zip
  • 23320
  • Sqr Footage
  • 1,984
  • Year Built
  • 1984
  • Taxes
  • $ 3934
  • Style
  • Traditional
  • MLS#
  • 10654335
Listed By: 1st Class Real Estate Integrity
Data Source: Real Estate Information Network (REIN)

Features

General

Heating Heat Pump
Water Type City/County
Cooling Central Air
Ownership Type Simple
Waterfront Description Not Waterfront
Roof Asphalt Shingle
Appliances Dishwasher,Microwave,Elec Range,Refrigerator
Unit Description 2 Living Lvl,Det Single Fam
Parking Garage Att 1 Car,4 Space
Style Traditional
Property Type Residential
Area 32 - South Chesapeake
Subdivision Name GLENLEIGH
Sub Type Detached
Virtual Tour Non Branded https://tours.americanrealestatemedia.com/744_helmsdale_way-4895?branding=false
Elementary School B.M. Williams Primary
High School Oscar Smith
Middle School Crestwood Middle
Non Non Contingent

Interior Features

Interior Features Fireplace Wood,Scuttle Access,Walk-In Attic,Walk-In Closet
Water Heater Type Electric
Other Rooms Attic,Breakfast Area,Fin. Rm Over Gar,Foyer,PBR with Bath,Porch,Utility Closet
Flooring Type Carpet,Ceramic,Laminate/LVP
Fireplaces 1
Equipment Cable Hookup,Ceiling Fan,Jetted Tub

Exterior Features

Exterior Features Deck
Fence Description Back Fenced,Full,Wood Fence
Sewer Type City/County
Siding Vinyl
Fence? Yes
Foundation Slab
Pool No Pool
Garage Y/N Yes
Garage Square Feet 264

Amenities

  • Views
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Suffolk, VA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School B.M. Williams Primary Elementary School
Middle School Crestwood Middle
High School Oscar Smith High School

Property vs Zip Code Average in 23320

Visits
AVG 64
24
Data Provided by Inside Real Estate®

744 Helmsdale Way Chesapeake, VA is a Single Family Home for sale at $425000 with 1984 sqft and a lot size of 0.29 Acres Acre(s). 744 Helmsdale Way Chesapeake has 4 bedrooms, 2 baths and was built in 1984. The property's zip code is 23320 which is in Chesapeake, VA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.