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1809 Winding Way, North Chesterfield, VA, 23235

6beds
5baths
3,834sqft
$648,500
$169price/sqft
$4,326/moest. monthly cost
$173,040/yrincome needed

About This Home

Welcome to 1809 Winding Way, a home where space, style, and flexibility all come together! This stunning 6-bedroom home offers room for everyone with endless possibilities for multigenerational living, guest accommodations, home offices, or hobby spaces. The thoughtfully designed layout even provides the potential for THREE primary bedroom suites, making it truly a one-of-a-kind property. Open and inviting foyer with hardwood flooring that flows into the formal dining room, living room, and now NEW hardwood flooring into the family room. Open family room concept perfect for entertaining, eat-in kitchen with tons of countertop space for bar stools or additional eating space. Upstairs features TWO primary bedrooms with en suite baths and walk-in closets, and three more large bedrooms! The FINISHED BASEMENT expands the living space even further with space for a recreational room, additional family room, or entertaining space. There is also a potential THIRD primary bedroom in the basement with another space across the hall perfect for a dressing room, office, or additional bedroom! Another unfinished space in the basement is a great area for walk-in storage, OR would be perfect for a home gym, or a potential downstairs kitchen. The oversized deck and backyard are a true oasis, an ideal setting for morning coffee, outdoor dining, or simply unwinding while surrounded by nature. This is a rare find in this highly sought after neighborhood with so many possibilities! New furnace downstairs in 2024, new hardwood flooring in 2026, new refrigerator in 2026, new microwave in 2026, new stove in 2022, new dishwasher in 2022, new countertops in 2022, new carpet in 2022!

Getting Around

6
WalkingCar-Dependent
0
TransitVery Limited Transit
14
BikeSomewhat Bikeable

Schools

6/10
Bon Air Elementary SchoolGrades PK-51.1 mi
9/10
Robious Middle SchoolGrades 6-82.0 mi
5/10
James River High SchoolGrades 9-124.4 mi

Construction

Condition

  • Property condition: Resale
  • Year built: 1995

Materials

  • Roof: Composition
  • Construction materials: Drywall,Frame,Vinyl Siding

Type & Style

  • Home type: SingleFamily
  • Architectural style: Custom,Transitional
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Cooktop,Dishwasher,Disposal,Oven,Range,Self Cleaning Oven,Stove
  • Laundry features: Washer Hookup,Dryer Hookup

Basement

  • Has basement: Yes
  • Basement: Full,Finished

Bedrooms & Bathrooms

  • Bedrooms: 6
  • Bathrooms: 5
  • Full bathrooms: 4
  • 1/2 bathrooms: 1

Features

  • Dining Area,Eat-in Kitchen,Fireplace,Granite Counters,High Ceilings,Kitchen Island,Bath in Primary Bedroom,Walk-In Closet(s)
  • Flooring: Partially Carpeted,Wood
  • Fireplace: Yes
  • Attic: Pull Down Stairs
  • Finished area below ground: 983
  • Finished area above ground: 2,851

Half Bath

  • Level: First

Heating & Cooling

  • Heating features: Electric
  • Cooling features: Central Air,Attic Fan

Interior Area

  • Total interior livable area: 3,834 sqft

Other

  • Level: Basement

Other

  • Level: Second

Property

Details

  • Parcel number: 749714945500000
  • Zoning description: R7

Features

  • Levels: Three Or More
  • Stories: 3
  • Pool features: None
  • Patio & porch: Front Porch,Deck,Porch
  • Exterior features: Deck,Porch,Paved Driveway
  • Fencing: None

Lot

  • Lot size: 0.29 Acres
  • Features: Dead End,Cul-De-Sac

Parking

  • Total spaces: 1.5
  • Parking features: Attached,Direct Access,Driveway,Garage,Garage Door Opener,Off Street,Paved
  • Has garage: Yes
  • Attached garage spaces: 1.5
  • Covered spaces: 1.5
  • Has uncovered spaces: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Lightning
    LightningModerate
  • Strong Wind
    Strong WindModerate
  • Winter Weather
    Winter WeatherModerate

How This Home’s Risks Compare

Lightning
Strong Wind
Winter Weather

FEMA Declared Disasters Across Virginia Counties

Severe Storm
Winter Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $3,279$39,348
Home Insurance *$201$2,412
Property Taxes $477$5,724
Electricity $369$4,431
Total$4,326$51,912
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$148,320/yr
40% on housing$129,780/yr
45% on housing$115,360/yr

Virginia FAIR Plan Programs

Virginia Property Insurance Association

Covered
WildfireWildfire
Visit Website →
Current Policies
Residential: 22,622Commercial: 503
Total Premiums$20.86M
Total Exposure$4.29B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 10.9%
10.9%
0%30.0%
Electricity Growth Rate10-year average: 7.8%
7.8%
0%15.0%
Property Taxes Growth Rate2-year average: 2.0%
2.0%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$169This listing

vs Other Active Listings

Avg $/sqft

ZIP 23235$246
Chesterfield County$195

vs Homes Sold Last Month

Median $/sqft

ZIP 23235$216
Chesterfield County$207

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-08-12Price change$599,000
2026-08-05Price change$624,900
2026-07-06Price change$648,500
2026-06-16Listed for sale$685,000
2023-03-06Sold$580,000
2023-01-31Pending sale$599,990
2023-01-28Price change$599,990
2023-01-18Price change$649,990
2023-01-03Listed for sale$675,000
2022-12-26Listing removed--
2022-12-16Price change$695,000
2022-12-03Listed for sale$724,990
2022-06-17Sold$360,000
2003-12-23Sold$270,000

For Sale by Agent

AgentStephanie Brown
BrokerageReal Broker LLC

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