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Listing provided courtesy of RE/MAX Advantage Plus- MLS# 2615438MLS Provider

1285 Winningham RoadCrewe, VA 23930

Single Family · 2 Beds · 2 Full Baths · 1,074 Sq. ft. | 3.96 Acres
$299,900 Active

1285 Winningham Road Overview

Time on Site:
23 days
Visits:
1

Charming Country Ranch Home with Outbuildings and Creek – Minutes from Crewe! Well-maintained and solidly built in 1985, this 2-bedroom, 2-bath ranch home offers comfort, character, and plenty of potential. Featuring durable wood siding, a cozy wood-burning fireplace, and a convenient carport, this home is perfect for first-time homebuyers, retirees, or anyone looking to downsize without sacrificing space. Situated in a quiet neighborhood, the property has a nice-sized yard and a peaceful, providing a beautiful natural setting to enjoy year-round. A standout feature is the four outbuildings, offering endless possibilities for hobbyists, mechanics, woodworking, equipment storage, or workshop space. Whether you need room for tools, vehicles, or projects, you'll appreciate the flexibility these buildings provide. Property Features: -2 Bedrooms, 2 Bathrooms -Wood-burning fireplace -Carport -Four outbuildings/workshops -Nice-sized yard -Creek on the property -Quiet neighborhood -Minutes from the Town of Crewe -Minutes from the Country Club Golf Course. Schedule your showing today! (Heat Pump Replaced 2023; Septic pumped 2024)

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1285 Winningham Road Facts & Features

  • Type Single Family
  • Sq. ft. 1,074
  • Price/Sq.ft. $279
  • Lot 3.96 Acres

Details

General

School Information

  • Elementary School: Crewe
  • Middle Or Junior School: Nottoway
  • High School: Nottoway

Building Information

  • New Construction: No
  • Year Built: 1985
  • Year Built Details: New

Location/Region

  • County Or Parish: Nottoway
  • MLS Area Major: 69 - Nottoway
  • Postal City: Crewe
  • Subdivision Name: None

Tax Information

  • Tax Annual Amount: $837.07
  • Tax Assessed Value: $178,100.00
  • Tax Year: 2023

General Information

  • Disclosures: Exempt Disclaimer
  • Ownership: Individuals
  • Parcel Number: 20 58
  • Property Condition: Resale
  • Property Sub Type: Single Family Residence
  • Property Type: Residential

Interior

Parking Information

  • Garage Spaces: 1.0
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms Total: 2
  • Bedrooms Total: 2

Building Interior

  • Above Grade Finished Area: 1074.0
  • Building Area Source: Assessor

General Information

  • Basement: No
  • Fireplace Features: Masonry,Wood Burning
  • Fireplace: Yes
  • Levels: One
  • Living Area: 1074.0
  • Living Area Source: Assessor
  • Rooms Total: 7
  • Stories: 1
  • Stories Total: 1

Exterior

Parking Information

  • Parking Features: Detached, Garage

Lot Information

  • Lot Size Acres: 3.96
  • Lot Size Area: 3.96
  • Lot Size Units: Acres
  • Water Source: Well

Waterfront/View

  • Waterfront Features: Creek
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Ranch
  • Attached Garage: No
  • Construction Materials: Brick, Block, Cedar
  • Patio And Porch Features: Deck
  • Property Attached: No
  • Roof: Composition

General Information

  • Other Structures: Garage(s),Shed(s),Storage
  • Pool Features: None
  • Sewer: Septic Tank

Room Information

Room: Full Bath

    Room: Additional Room

    • Level: First
    • Dimensions: 14.6 x 17.4
    • Length: 14.6
    • Width: 17.4
    • Description: carpet

    Room: Bedroom 2

    • Level: First
    • Dimensions: 15.7 x 12.5
    • Length: 15.7
    • Width: 12.5
    • Description: carpet

    Room: Full Bath

    • Level: First
    • Description: Tub & Shower

    Room: Kitchen

    • Level: First
    • Dimensions: 11.5 x 18.9
    • Length: 11.5
    • Width: 18.9
    • Description: vinyl

    Room: Living Room

    • Level: First
    • Dimensions: 11.10 x 20.0
    • Length: 11.1
    • Width: 20.0
    • Description: carpet

    Room: Primary Bedroom

    • Level: First
    • Dimensions: 13.1 x 12.5
    • Length: 13.1
    • Width: 12.5
    • Description: carpet

    Find, Buy & Move into Your Home with Us.

    Instead of having a mortgage team here, an insurance agent there, a REALTOR® down the street, an inspector and a moving company across town, you have one team with one goal and one focus: you. Ask for “All-Inclusive” Buying.

    Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    311 Reviews
    Top Services:
    • Buying
    • Selling
    • Rental Properties
    • Investment Properties
    • Luxury Properties
    Key Advantages:
    • Be your guide with expert knowledge of your area
    • Help find your home and offer objective information and opinions
    • Stand in your corner during negotiations
    • Assist with paperwork and details to get you to closing
    • Connect you to vendors if work is needed

    Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    3,803 Reviews
    Top Services:
    • Fixed & adjustable rate mortgages
    • FHA and VA mortgage programs
    • Rapid Close™
    • USDA Loans
    Key Advantages:
    • Full suite of mortgage programs to meet your specific needs
    • Friendly professionals guide through every step of the loan process
    • We help you find and lock in on the market’s best interest rate
    • We work closely with your title company to ensure accurate closing

    We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    240 Reviews
    Top Services:
    • Home Inspection
    • Radon Gas
    • Termite Inspection
    • Test Indoor Air Quality
    • Pay at Closing*
    Key Advantages:
    • Scheduling online 24x7 confirm a convenient date & time for you & your agents
    • High-tech journey makes it easy to sign agreement, make payment, view reports
    • One stop shop for home, radon & termite
    • Knowledgeable, friendly inspectors teach you about your home and property
    • Custom homeowner’s manual teaches you how to maintain your home

    * A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

    We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

    Accolades:
    97 %
    Customer
    Satisfaction
    4.9

    Reviews
    Top Services:
    • Title Search & Status
    • Title Insurance
    • Document Prep
    • Closing Coordination
    • Filing & Recording
    Key Advantages:
    • Ensure that there are no unresolved claims or liens on your home’s title
    • Help secure insurance against unexpected title challenges
    • Prepare closing paperwork to ensure documents are in compliance with laws
    • Coordinate with all parties to schedule final closing
    • File & record your paperwork with the courthouse

    We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.9

    77 Reviews
    Top Services:
    • Home Insurance
    • Auto Insurance
    • Umbrella Insurance
    • Motorcycle, Boat, RV and more
    Key Advantages:
    • Specialize in real estate and bundle other policies for savings
    • Work with 10+ leading carriers to secure the best coverage at the best cost
    • Save you time by shopping for you
    • We’re independent - we find and present you with the best offers and let you decide
    • Guide you with ongoing service and support

    We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.6

    953 Reviews
    Top Services:
    • Packing & Unpacking
    • Decluttering
    • Storage
    • Local or Long Distance
    • International Moving
    Key Advantages:
    • 30-minute guided virtual survey with next business day Guaranteed quote
    • Best Price Guarantee*†
    • 2-months free storage*‡
    • $20,000 full value protection*
    • Personal move concierge - from first call until last box is delivered

    * Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

    We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    120 Reviews
    Top Services:
    • Property Surveys
    • Marketing
    • Tenant Screening
    • Maintenance
    • Lease Enforcement
    Key Advantages:
    • We’ll guide and help identify the right properties to invest in
    • Use of smart devices, predictive data and analytics to help maintain properties
    • Get more free time when we handle billing and payments
    • We continuously monitor state and federal landlord/tenant laws
    • Become more knowledgeable with quarterly portfolio reviews & guidance

    • Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

      Accolades:
      98 %
      Customer
      Satisfaction
      4.8

      311 Reviews
      Top Services:
      • Buying
      • Selling
      • Rental Properties
      • Investment Properties
      • Luxury Properties
      Key Advantages:
      • Be your guide with expert knowledge of your area
      • Help find your home and offer objective information and opinions
      • Stand in your corner during negotiations
      • Assist with paperwork and details to get you to closing
      • Connect you to vendors if work is needed

    • Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

      Accolades:
      97 %
      Customer
      Satisfaction
      5.0

      3,803 Reviews
      Top Services:
      • Fixed & adjustable rate mortgages
      • FHA and VA mortgage programs
      • Rapid Close™
      • USDA Loans
      Key Advantages:
      • Full suite of mortgage programs to meet your specific needs
      • Friendly professionals guide through every step of the loan process
      • We help you find and lock in on the market’s best interest rate
      • We work closely with your title company to ensure accurate closing

    • We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

      Accolades:
      97 %
      Customer
      Satisfaction
      4.9

      Reviews
      Top Services:
      • Title Search & Status
      • Title Insurance
      • Document Prep
      • Closing Coordination
      • Filing & Recording
      Key Advantages:
      • Ensure that there are no unresolved claims or liens on your home’s title
      • Help secure insurance against unexpected title challenges
      • Prepare closing paperwork to ensure documents are in compliance with laws
      • Coordinate with all parties to schedule final closing
      • File & record your paperwork with the courthouse

    • We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

      Accolades:
      98 %
      Customer
      Satisfaction
      4.9

      77 Reviews
      Top Services:
      • Home Insurance
      • Auto Insurance
      • Umbrella Insurance
      • Motorcycle, Boat, RV and more
      Key Advantages:
      • Specialize in real estate and bundle other policies for savings
      • Work with 10+ leading carriers to secure the best coverage at the best cost
      • Save you time by shopping for you
      • We’re independent - we find and present you with the best offers and let you decide
      • Guide you with ongoing service and support

    • We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

      Accolades:
      97 %
      Customer
      Satisfaction
      5.0

      240 Reviews
      Top Services:
      • Home Inspection
      • Radon Gas
      • Termite Inspection
      • Test Indoor Air Quality
      • Pay at Closing*
      Key Advantages:
      • Scheduling online 24x7 confirm a convenient date & time for you & your agents
      • High-tech journey makes it easy to sign agreement, make payment, view reports
      • One stop shop for home, radon & termite
      • Knowledgeable, friendly inspectors teach you about your home and property
      • Custom homeowner’s manual teaches you how to maintain your home

      * A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

    • We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

      Accolades:
      98 %
      Customer
      Satisfaction
      4.6

      953 Reviews
      Top Services:
      • Packing & Unpacking
      • Decluttering
      • Storage
      • Local or Long Distance
      • International Moving
      Key Advantages:
      • 30-minute guided virtual survey with next business day Guaranteed quote
      • Best Price Guarantee*†
      • 2-months free storage*‡
      • $20,000 full value protection*
      • Personal move concierge - from first call until last box is delivered

      * Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

    • We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

      Accolades:
      98 %
      Customer
      Satisfaction
      4.8

      120 Reviews
      Top Services:
      • Property Surveys
      • Marketing
      • Tenant Screening
      • Maintenance
      • Lease Enforcement
      Key Advantages:
      • We’ll guide and help identify the right properties to invest in
      • Use of smart devices, predictive data and analytics to help maintain properties
      • Get more free time when we handle billing and payments
      • We continuously monitor state and federal landlord/tenant laws
      • Become more knowledgeable with quarterly portfolio reviews & guidance

    1285 Winningham Road Neighborhood

    Community

    23930 (CREWE) Demographics

    40
    Median Age
    49
    Population Density (per sq. mile)
    34%
    College Educated
    $46,755
    Estimated Median Income
    1,482
    Estimated Total Home Owners
    678
    Estimated Total Renters
    69% / 31%
    Estimated Owner / Renter Divide
    2
    Estimated Average Household Size
    Community data courtesy of LiveBy, Inc.

    Schools

    School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

    1285 Winningham Road Monthly Cost

    $
    $ %
    %
    $
    $
    * All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

    1285 Winningham Road Market Data

    Based on the last 30 days in this zip code

    $367,761
    Average List Price
    $158
    Average Price per Square Foot
    0
    Properties Sold
    78
    Average Days on Market
    18
    Properties for Sale
    Calculations provided by Reliance Network

    1285 Winningham Road History

    Date Event Value Agent
    6/6/2026Source: Central Virginia Regional Added to Database
    June 06, 2026