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4257 Winding Woods Way, Fair Oaks, CA 95628, Fair Oaks, 95628 - 4 bed, 4 bath

4257 Winding Woods Way, Fair Oaks, CA 95628 home-pic-0
ACTIVE$2,000,000
4257 Winding Woods Way, Fair Oaks, CA 95628
4Beds
4Baths
4,661Sqft
35,427Lot
Year Built
1995
Close
-
List price
$2M
Original List price
-
Price/Sqft
$429
HOA
$0
Days on market
-
Sold On
-
MLS number
225127152
Home ConditionFair
Features
Good View:
Pool
Spa
Patio
View-

About this home

Possibly Over-Priced:The estimated price is 35% below the list price. We found 3 Cons,6 Pros. Rank: price - $2.00M(99th), sqft - 4661(99th), beds - 4(58th), baths - 4(96th).

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!

Nearby schools

8/10
Earl Legette Elementary School
Public,•K-6•0.6mi
7/10
Harry Dewey Fundamental Elementary School
Public,•K-6•3.5mi
5/10
Andrew Carnegie Middle School
Public,•6-8•2.0mi
8/10
Bella Vista High School
Public,•9-12•1.6mi

Price History

Date
Event
Price
10/01/25
Price Change
$2,000,000
12/02/10
Sold
$900,000
07/15/05
Sold
$1,695,000
Condition Rating
Fair
Built in 1995, this property is exceptionally well-maintained with high-end features like a chef's kitchen with stainless steel appliances (6-burner gas range, double ovens, dishwashers) and a luxurious outdoor oasis. However, the aesthetic of the kitchen cabinets (light wood, 90s/early 2000s style) and bathroom vanities/countertops, while clean and functional, appears dated. The property is move-in ready and requires no immediate repairs, but the fixed elements in the kitchen and bathrooms show signs of being outdated and would likely benefit from cosmetic updates to meet current luxury standards, aligning with the 'fair' category's description of being aged but maintained, with major components functional but showing signs of being outdated.
Pros & Cons

Pros

High Available Lot Utilization: The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 35427, living area = 4661.
Unrivaled Location & Natural Beauty: Perched on a bluff overlooking Sailor Bar with direct access to American River trails, offering spectacular views and a unique natural setting.
Resort-Style Outdoor Amenities: Features a beautiful natural built-in pool, spa, firepit, greenhouse, fish pond, fountain, and three waterfalls, creating a private outdoor sanctuary.
Gourmet Kitchen & Luxurious Primary Suite: Boasts a chef's kitchen with high-end appliances (6-burner gas range, double ovens, dishwashers) and a spacious ground-level primary wing with a private sitting area, fireplace, and luxury ensuite.
Extensive Vehicle Accommodation: Includes a gated driveway with a drive-through garage suitable for RV/boat storage, plus an additional three-car garage with a workshop.
Architectural Design & Abundant Natural Light: Architecturally designed with a dramatic, light-filled floor plan featuring floor-to-ceiling windows and skylights, promoting indoor-outdoor flow.

Cons

Significant Overpricing: The current listing price of $2,000,000 is substantially above the estimated property value of approximately $1.29 million, indicating a potential pricing challenge in the market.
Property Age & Potential for Updates: Built in 1995, the property is nearly three decades old, and while well-appointed, may require updates to systems or aesthetics beyond the described kitchen features to meet modern luxury standards for its price point.
High Maintenance for Extensive Features: The elaborate outdoor amenities, including a natural pool, multiple water features, and a greenhouse, suggest potentially high ongoing maintenance costs and time commitment for a homeowner.

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