1416 Woodside CT Chesapeake, VA ^$ 450,000

1416 Woodside CT

^$ 450,000

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1416 Woodside CT

Chesapeake, VA, 23320

^$ 450,000

Bedrooms3 Baths2.0 Sq 1,718

Monthly Estimate*

^$ 3,108

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Single Family Home for sale in Chesapeake, VA

for $450,000 with 3 bedrooms and 2 full baths. This 1,718 square foot home was built in 1979.

Welcome to 1416 Woodside Court, a charming Chesapeake ranch offering comfortable one-level living and a floor plan designed for everyday life and entertaining. The spacious eat-in kitchen features granite countertops and a large center island, while the inviting living area is anchored by a wood-burning fireplace. Three bedrooms, two full baths, and a two-car garage provide plenty of flexibility. Major updates include a new 30-year architectural roof and water heater, both replaced in 2025 as well as new flooring in the bedrooms. Outside, enjoy a large backyard with room to relax, play, garden, or entertain. Tucked away on a court yet conveniently located near interstate access, shopping, dining, and everyday amenities, this move-in-ready home combines thoughtful updates and welcoming spaces.

Single Family Contingent

Price

^$ 450,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 3,968

Style

Ranch

Year Built

1979

Town/City

Chesapeake

County/Region

Chesapeake City

MLS | Web ID

10655585

Features

Interior

Interior Features Fireplace Wood Primary Sink-Double Pull Down Attic Stairs

Other Rooms 1st Floor BR 1st Floor Primary BR Attic Breakfast Area Foyer PBR with Bath

Fireplaces 1

Equipment Cable Hookup Ceiling Fan Jetted Tub

General

Heating Heat Pump Programmable Thermostat

Water Type City/County

Cooling Central Air

Ownership Type Simple

Waterfront Description Not Waterfront

Roof Asphalt Shingle

Appliances Dishwasher Disposal Dryer Microwave Elec Range Refrigerator Washer

Unit Description 1 Living Lvl

Parking Garage Att 2 Car Driveway Spc

Style Ranch

Property Type Residential

Area 32 - South Chesapeake

Subdivision Name BAYBERRY PLACE

HOA Y/N 1

Contingencies Home/EIFS Insp. Con. POA/Condo

Sub Type Detached

New Construction Y/N 0

Elementary School Greenbrier Intermediate

High School Indian River

Middle School Greenbrier Middle

Fees HOA/POA Monthly 31

Fees Condo Monthly 0

Non Contingent

Exterior

Waterfront 0

Exterior Features Patio

Siding Brick Vinyl

Fence? 1

Foundation Slab

Pool No Pool

Garage Y/N 1

* Excluded Features

List By

Katrina Cantrell

Listing Agent

Bhhs Rw Towne Realty

Broker

Affordability Calculator

$3,439

Per Month

Monthly Principal & Interest: $3,108
Monthly Property Taxes: $331
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 7.375% 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.

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Nearby

Trends
Schools

Single family listings in Chesapeake, VA

Average List Price ^$566,784

Percent of Sale Price 26%

About Chesapeake, VA

244,523 Population

23% Since 2002

^$70,156 Median Income

38.59 Median Age

33% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

239496 Elementary School

239190 Middle School

Indian River High School High School

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1416 Woodside CT, Chesapeake, VA, 23320 is a Single Family Home for sale at $450,000 with 1,718 sqft. 1416 Woodside CT has 3 bedrooms, 2.0 baths, and was built in 1979. 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 7.375% 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.

The listings data displayed on this medium comes in part from the Real Estate Information Network, Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.

©2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.

This application does not include information on all of the properties available for sale at this time.

REIN updates its listings on a daily basis. Data last updated 10/16/2026.

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1416 Woodside CT

Single Family Home for sale in Chesapeake, VA

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