Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$2,000,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,661 Sq. Ft.
  • 4 Car Garage
  • Updated 5 days ago
See This Home
Save This Home
See This Home
Save This Home
4257 Winding Woods Way, Fair Oaks, CAVideo Tour of 4257 Winding Woods Way, Fair Oaks, CA.
On a bluff overlooking Sailor Bar, this breathtaking Fair Oaks estate is truly something special!*Architecturally designed to showcase the spectacular .81 acre parkway lot*A one-of-a-kind setting for entertaining, family events + peaceful relaxation!*Private gate + unique courtyard entry*Light-filled, dramatic floor plan with floor to ceiling windows, skylights + views around every turn creates an inviting indoor outdoor flow*Chef's kitchen w/6 burner gas range, double ovens + dishwashers, large island + sunny breakfast nook*Ground level primary wing with private sitting area w/fireplace, luxury ensuite bath, walk-in closet + exercise room/den w/murphy bed*Remote office/guest room*Upper level loft/game room with additional 2 bedrooms + 2 baths*Gated driveway with drive-through garage ideal for boat or RV plus 3 car garage w/workshop*The yard is your private sanctuary!*Direct access to the trails of Sailor Bar that lead to the American River!*Beautiful natural built-in pool, spa + firepit creates a private outdoor oasis ideal for gatherings, morning coffee + memorable al fresco dining!*Greenhouse, fish pond, fountain + 3 waterfalls*Prime location near recreation w/easy freeway access for commuters*Top rated local schools*This is a once-in-a-lifetime estate for a truly lucky buyer!

Full Property Details for 4257 Winding Woods Way

General

  • Price: $2,000,000
  • Status: Pending
  • Type: Single Family
  • Source: METROLIST_Cali
  • MLS ID: 225127152
  • Updated: 1/30/2026
  • Added to Site: 126 day(s) ago

Interior

  • Rooms/Areas: Loft, Master Bathroom, Master Bedrooms 2+, Office, Dining Room, Family Room, Wine Cellar, Kitchen, Laundry, Living Room
  • Interior Features: Cathedral Ceiling, Open Beam Ceiling, Wet Bar
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Living Room, Master Bedroom, Raised Hearth, Gas Log, Gas Piped
  • Appliances: Built-In Electric Oven, Gas Cook Top, Built-In Gas Range, Built-In Refrigerator, Hood Over Range, Compactor, Dishwasher, Disposal, Microwave, Double Oven, Plumbed For Ice Maker, Warming Drawer
  • Flooring: Carpet, Stone, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom Features: Bidet, Shower Stall(s), Double Sinks, Jetted Tub, Multiple Shower Heads, Radiant Heat
  • Primary Bathroom: Bidet, Shower Stall(s), Double Sinks, Jetted Tub, Multiple Shower Heads, Radiant Heat

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Sitting Room, Ground Floor, Walk-In Closet, Outside Access
  • Optional Bedroom: 5

Other Rooms

  • Kitchen: Breakfast Area, Pantry Cabinet, Skylight(s), Granite Counter, Slab Counter, Island, Island w/Sink
  • Dining Room: Breakfast Nook, Dining Bar, Skylight(s), Space in Kitchen, Formal Area
  • Laundry: Cabinets, Sink, Electric, Gas Hook-Up, Ground Floor, Inside Room

Additional Information

  • Pool: Yes
  • Pool Description: Built-In, On Lot, Gas Heat, Gunite Construction, Solar Heat

Exterior

  • Exterior Features: Balcony, Covered Courtyard, Fire Pit

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Parking: Attached, Boat Storage, RV Access, Detached, Drive Thru Garage, Garage Door Opener, Garage Facing Front, Workshop in Garage

Location

  • County: Sacramento
  • Subdivision: Winding Woods
  • Cross Streets: Winding Way
  • Driving Directions: Hazel Avenue - west on Winding Way - south on Winding Woods Way
  • Direction Faces: West

School Information

  • School District: Sacramento
  • Elem School District: San Juan Unified
  • Midd School District: San Juan Unified
  • High School District: San Juan Unified

Heating & Cooling

  • Cooling Type: Ceiling Fan(s), Central, Whole House Fan, MultiUnits
  • Heating Type: Central, Radiant Floor, Fireplace(s), Multiple Units, Natural Gas
  • Heating Fuel: Central, Radiant Floor, Fireplace(s), MultiUnits, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Meter on Site, Water District, Public
  • Cable Available: Yes
  • Utility Description: Cable Available, Public, Sewer In & Connected, Internet Available, Underground Utilities, Natural Gas Connected

Structural Information

  • Architectural Style: Contemporary
  • Builder: Poelman Construction
  • Construction: Metal, Frame, Wood
  • Basement: Yes
  • Foundation: Slab
  • Roof: Tile
  • Windows: Dual Pane Full
  • Stories/Levels: 2
  • Square Feet: 4,661
  • Sq. Ft. Source: Assessor Auto-Fill
  • Year Built: 1995

Additional Structures

  • Other Structures: Second Garage, Greenhouse, Workshop

Lot Features

  • Property View: Panoramic, Forest, Woods
  • Lot Size (Acres): 0.8133
  • Lot Size (Sq. Ft.): 35,427
  • Street/Road Desc.: Paved
  • Irrigation System: None
  • Topography: Trees Many
  • Zoning: A-1-A
  • Lot Description: Auto Sprinkler F&R, Curb(s)/Gutter(s), River Access, Landscape Back, Landscape Front
  • Fencing (Description): Back Yard, Front Yard

Horse Property

  • Horse Property: Yes
  • Horse Facility Desc.: None

Disclosures and Reports

  • Special Conditions: Trust
  • APN: 246-0690-040-0000

Listed by Windermere Signature Properties Fair Oaks

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 agent

— 4257 Winding Woods Way —

  • Windermere Signature Properties Fair Oaks

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 4257 Winding Woods Way

School District:San Juan Unified School District
NameGradesDistance
Earl Legette Elementary School
4623 Kenneth Avenue, Fair Oaks, CA 95628
K-60.6 mi
Andrew Carnegie Middle School
5820 Illinois Avenue, Orangevale, CA 95662
6-82 mi
Bella Vista High School
8301 Madison Avenue, Fair Oaks, CA 95628
9-121.7 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 4257 Winding Woods Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2025
Listed
$2,000,000
122.22%
MLS
11/24/2010
Sold
$900,000
—
Public Record
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 4257 Winding Woods Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,964
4%
$1,153,046
2%
2023
$13,456
—
$1,130,438
2%
2023
$13,456
—
$1,108,274
2%
2022
$13,407
2%
$1,086,544
2%
2021
$13,156
1%
$1,065,240
1%
2020
$12,969
3%
$1,054,319
2%
2019
$12,641
2%
$1,033,647
2%
2018
$12,364
1%
$1,013,381
2%
2017
$12,242
7%
$993,512
2%
2016
$11,436
2%
$974,033
2%
2015
$11,240
2%
$959,403
2%
2014
$11,005
-1%
$940,610
—
2013
$11,132
—
$936,360
—
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 4257 Winding Woods 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 Windermere Signature Properties Fair Oaks

Similar Properties near 4257 Winding Woods Way

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

1510 Mission Ave, Carmichael, CA 95608 - Photo 1
$1,949,000
Open House

1510 Mission Ave  Carmichael, CA 95608

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,206
    Sq. Ft.
Listed by Pacific Capital Brokers Inc.
1749 Haggin Grove Way, Carmichael, CA 95608 - Photo 1
$1,995,000

1749 Haggin Grove Way  Carmichael, CA 95608

  • Single Family
  • Active
  • Updated 3 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 4,165
    Sq. Ft.
Listed by Christine Balestreri (CalRE#: 01511288) (916) 996-2244
318 Canyon Falls, Folsom, CA 95630 - Photo 1
$2,095,000

318 Canyon Falls  Folsom, CA 95630

  • Single Family
  • Active
  • 4
    Beds
  • 6
    Total Baths
  • 4,521
    Sq. Ft.
Listed by Keller Williams Realty Folsom
4773 Iron Bird Dr, Folsom, CA 95630 - Photo 1 Just Listed
$1,899,000
Open House

4773 Iron Bird Dr  Folsom, CA 95630

  • Single Family
  • Active
  • Updated 13 hours ago
  • 6
    Beds
  • 6
    Total Baths
  • 4,242
    Sq. Ft.
Listed by Keller Williams Realty

Just Listed near 4257 Winding Woods Way

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

12129 Gold Bluff Ln, Gold River, CA 95670 - Photo 1 Just Listed
$549,000
Open House

12129 Gold Bluff Ln  Gold River, CA 95670

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,651
    Sq. Ft.
Listed by HomeSmart ICARE Realty
11950 Rising Sun Way, Gold River, CA 95670 - Photo 1 Just Listed
$870,000

11950 Rising Sun Way  Gold River, CA 95670

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,263
    Sq. Ft.
Listed by Opendoor Brokerage Inc
5317 Manzanita Ave, Carmichael, CA 95608 - Photo 1 Just Listed
$215,000

5317 Manzanita Ave  #1  Carmichael, CA 95608

  • Condo
  • Active
  • Updated 10 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 843
    Sq. Ft.
Listed by Lisa Rayman (CalRE#: 02088214) (916) 307-9903
5913 Ashworth Way, Carmichael, CA 95608 - Photo 1 Just Listed
$469,000

5913 Ashworth Way  Carmichael, CA 95608

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,330
    Sq. Ft.
Listed by John Leles (CalRE#: 01068425) (916) 730-4254 and Diana Leles (CalRE#: 01049537) (916) 730-0571

Price Reduced near 4257 Winding Woods Way

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

11568 Pyrites Ct, Gold River, CA 95670 - Photo 1 Price Reduced
-$45,000 (-5.92%)
$715,000

11568 Pyrites Ct  Gold River, CA 95670

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,855
    Sq. Ft.
Listed by Windermere Signature Properties Sierra Oaks
5935 Denver Dr, Carmichael, CA 95608 - Photo 1 Price Reduced
-$50,000 (-5.89%)
$799,000

5935 Denver Dr  Carmichael, CA 95608

  • Duplex
  • Active
  • Updated 2 days ago
  • 2,317
    Sq. Ft.
Listed by Sharon D'Arelli (CalRE#: 01516830) (916) 716-1246
2905 Garfield Ave, Carmichael, CA 95608 - Photo 1 Price Reduced
-$21,000 (-3.52%)
$574,999

2905 Garfield Ave  Carmichael, CA 95608

  • Duplex
  • Active
  • Updated 6 days ago
  • 2,156
    Sq. Ft.
Listed by Alliance Bay Realty, Tam Luu
2905 Garfield Ave, Carmichael, CA 95608 - Photo 1 Price Reduced
-$21,000 (-3.52%)
$574,999

2905 Garfield Ave  Carmichael, CA 95608

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,156
    Sq. Ft.
Listed by Alliance Bay Realty, Tam Luu

Recent Sales near 4257 Winding Woods Way

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

8573 Westin Ln, Orangevale, CA 95662 - Photo 1 Sold
$1,815,000

8573 Westin Ln  Orangevale, CA 95662

  • Multi-Family
  • Closed
  • 4
    Total Beds
Listed by RE/MAX Gold
Sold by Morris Williams Realty
3320 Edgar Ln, Carmichael, CA 95608 - Photo 1 Sold
$1,700,000

3320 Edgar Ln  Carmichael, CA 95608

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,074
    Sq. Ft.
Listed by Jamie Lang
Sold by Windermere Signature Properties Sierra Oaks
6809 Stanley Ave, Carmichael, CA 95608 - Photo 1 Sold
$1,725,000

6809 Stanley Ave  Carmichael, CA 95608

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 4,506
    Sq. Ft.
Listed by House Real Estate
Sold by Little Real Estate Services
4661 Dehone Cir, Folsom, CA 95630 - Photo 1 Sold
$1,849,410

4661 Dehone Cir  Folsom, CA 95630

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 3,937
    Sq. Ft.
Listed by Woodside Homes of Northern California, Inc.
Sold by Non-MLS Office

4257 Winding Woods Way, Fair Oaks, CA 95628 (MLS# 225127152) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 4257 Winding Woods Way is currently listed for $2,000,000 and was received on October 01, 2025. Want to learn more about 4257 Winding Woods Way? Do you have questions about finding other Single Family real estate for sale in Fair Oaks? You can browse all Fair Oaks real estate or contact a Coldwell Banker agent to request more information.

Tour this property