Whispering Oaks Homes for Sale

Welcome to Whispering Oaks, a serene subdivision nestled in the heart of Jefferson, Wisconsin. This charming community is the perfect blend of tranquility and convenience, offering residents a peaceful retreat while being just a stone's throw away from the vibrant city life. Whispering Oaks is characterized by its beautifully landscaped surroundings, mature oak trees, and well-maintained streets that create an inviting atmosphere for families, retirees, and everyone in between.

The homes for sale in Whispering Oaks are as diverse as the residents themselves. From spacious single-family homes to cozy ranch-style properties, there’s something to suit every taste and lifestyle. Each home is designed with comfort and functionality in mind, featuring modern amenities, open floor plans, and stunning outdoor spaces perfect for entertaining or simply enjoying the natural beauty of the area. Many properties boast large backyards, ideal for family gatherings or peaceful evenings under the stars.

Living in Whispering Oaks means enjoying a close-knit community where neighbors become friends. With easy access to local parks, schools, and shopping centers, residents can take advantage of everything Jefferson has to offer. Whether you’re exploring the scenic trails, attending local events, or indulging in the delightful dining options, you’ll find that life in Whispering Oaks is both enriching and fulfilling.

If you’re looking for a place to call home in Jefferson, WI, don’t miss the opportunity to explore the homes for sale in Whispering Oaks. Your dream home awaits in this idyllic neighborhood!

Newest Whispering Oaks Homes for Sale

$799,900

4 Beds ⋅ 4 Baths ⋅ 2027349 MLS ⋅ ACTIVE Status

This won't be just a showing it's an experience! The way you dream of living and entertaining is right here on Glenwood Ct in Jefferson. The expansive space is beyond perfect. Imagine pool days and fun nights with every inch of the home saying to your visitors that this is the place to be! The style is French country chic on the main level with the upstairs described as traditional with a pinch of whimsy and fun, and in the lower level you may need a passport to enter but you won't be disappointed! The custom cabinetry in the kitchen is ooh la' la' and the flow to the dining and living areas makes dreaming of holidays a distracting thought! This well cared for home has it all, so much so that it's hard to put into words. Schedule a private showing and see for yourself!

702 Glenwood Ct, Jefferson

$499,900

3 Beds ⋅ 2 Baths ⋅ 2025799 MLS ⋅ ACTIVE UNDER CONTRACT Status

Everything is ready for you! Tucked away on a lovely wooded lot, this wonderfully maintained home is filled with thoughtful updates. With its formal dining room, remodeled eat-in kitchen, and spacious deck, it is perfect for entertaining. The main level features a large, inviting bedroom and a beautifully updated full bath. Upstairs, you’ll find two additional spacious bedrooms and a bright loft area overlooking the living room and fireplace. The lower-level recreation room offers even more versatile space. Outside, you can enjoy a large fenced-in yard with mature trees and a two-tiered composite deck, along with a new shed for extra storage. Updates include new windows, siding, gutters, and more!

740 Glenwood Ct, Jefferson

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This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.