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W4845 Pembridge Trail Trail, Sylvester
$858,000
4 Beds ⋅ 3.5 Baths ⋅ CLOSED Status
Just north of Monroe, set on 6.62 acres with sweeping countryside views, this exceptional estate offers a rare blend of space, design, & setting. The main level fts a dramatic living room with soaring ceilings and built-ins, a chef?s kitchen with sunlit dining area, powder room, main floor laundry, flex/dining room, and a private primary suite with a spa-like bath. The beautiful sunroom with fireplace provides the perfect place to unwind and take in the views. Upstairs offers three bedrooms, a full bath, and a loft overlooking below. The newly refinished lower level adds additional living space, another bath, and an office with built-ins. An expansive deck, three-car garage, and outbuilding for your toys and hobbies complete this impressive property. Beautifully designed landscaping and a welcoming front patio create a striking first impression and offer yet another place to take in the stunning views. The acreage blends wooded privacy with an open, park-like yard.

W4845 Pembridge Trail Trail, Sylvester

Listing courtesy of EXIT Professional Real Estate. Selling Office: .

N4085 Schrade Road Road, Sylvester
$750,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status
Nestled on just under 5 picturesque acres, this stunning all-brick home offers over 3,600 square feet of thoughtfully designed living space. Featuring 4 bedrooms and 3 baths, the home boasts three wood-burning fireplaces, including one tucked away in its own cozy library. Multiple inviting gathering spaces and the convenience of a main-level bedroom and full bath add to the home's thoughtful layout. The partially finished lower level expands your living options with additional entertaining space and a dedicated workout room. Outside, take in the peaceful countryside from the expansive Trex deck or relax on the spacious patio with a firepit. Multiple outbuildings (some heated) add endless versatility to this exceptional property.

N4085 Schrade Road Road, Sylvester

Listing courtesy of EXIT Professional Real Estate. Selling Office: .

N4055 Meyers Road Road, Sylvester
$730,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status
Escape to this private retreat on 4.18 picturesque acres featuring a beautiful, professionally planted prairie and an abundance of mature trees that create your own private backyard oasis with abundant wildlife. Lovingly cared for by the same owner for 37 years, this 3-bed, 3-bath home reflects true pride of ownership, from the freshly stained deck to the beautifully maintained grounds. The inviting floor plan offers an updated kitchen, wood-burning fireplace, sunroom, and two-tier deck. Upstairs are three spacious bedrooms, two full baths, and an office, while the lower level features a cozy family room with a gas fireplace and garage access. Outside you'll find 13 solar panels, raised garden beds, a she shed, barn, storage shed, and a rare 30'x42' heated, insulated shop/studio with water, loft, pot belly stove, and its own electric panel & driveway, ideal for a home business, quilt retreat, yoga studio or workshop. Can be used year round.

N4055 Meyers Road Road, Sylvester

Listing courtesy of Stark Company, REALTORS. Selling Office: .

N2793 County Road S, Sylvester
$625,000
3 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
This stunningly beautiful farmette has been lovingly and meticulously maintained from top to bottom. All of the classic farmhouse charm, character, and style are here but completely updated! The main floor features a bright living room, spacious dining room, office, country kitchen, half bath, and functional mudroom just off the garage. Upstairs, you'll find 3 nice-sized bedrooms, a very well appointed spa-like bath, a convenient laundry/work room, and a large, clean, walk-up attic (storage? living space?). The basement offers a full bath, second laundry, and access to the over-sized, shop-like, insulated garage. The outbuildings are well maintained and standing tall and ready for your hobbies, animals, storage, etc.! Sitting on approx 8.5 acres of Green County land.

N2793 County Road S, Sylvester

Listing courtesy of EXIT Professional Real Estate. Selling Office: .

W3689 Sylvester Road Road, Sylvester
$536,500
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Experience the perfect blend of country serenity & high end craftsmanship in this quality two bedroom home situated on 2 pristine acres. The interior showcases timeless plastered walls, oak floors & solid three panel pine doors. The kitchen features soft close maple cabinets, subway tile, and all appliances. Accessibility is a priority with zero entry from the garage & 36 inch bathroom doors. The primary suite offers double sinks, while first floor laundry adds convenience. Enjoy peaceful views from the deck off the kitchen, overlooking a private wooded backdrop. The walkout basement is fully exposed, featuring a cozy wood fireplace w/ a blower & a unique bunker room. This level is already plumbed for a second kitchen & bath. Outside, the 2,100 square foot monitor style barn w/ a loft provides incredible space & is also plumbed for a bathroom & has 3 overhead doors. Perfectly located for an easy commute to Brodhead, Verona & Madison.

W3689 Sylvester Road Road, Sylvester

Listing courtesy of Century 21 Affiliated. Selling Office: .

N3376 Monroe Sylvester Road Road, Sylvester
$465,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status
Welcome to your private wooded retreat just minutes from town. Nestled on 2.5 acres with a stream running through the property, this custom ranch offers a blend of peaceful country living and convenient access to amenities. Inside, a chef?s kitchen awaits with stainless steel appliances, stone countertops, and sleek modern cabinetry. The vaulted living room, anchored by a wood-burning fireplace, creates a warm and inviting space. The main level offers three bedrooms, a full bath, and a primary en suite, combining comfort and functionality. The walkout basement expands your living space with a large family room, second wood-burning fireplace, spacious office, and abundant storage. Home also has numerous recent updates including in ground dog fence!! Some photos have been virtually staged.

N3376 Monroe Sylvester Road Road, Sylvester

Listing courtesy of EXIT Professional Real Estate. Selling Office: .

N2559 County Rd S, Sylvester
$390,000
4 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Situated on 2.59 picturesque acres, this exceptional home includes a large great room brimming with natural sunlight, 4 bedrooms, main floor laundry, beautiful views, sunny kitchen with a large island, and a large finished rec room with a walk-out in the lower level! The detached 48 X 30 garage has room for all your grown-up toys and is perfect for the person who likes to tinker around in the shop or just appreciates extra storage space. You can enjoy barbecuing & entertaining on the large deck or just kick back, relax & watch the sunset! There is ample green space for outdoor activities and fun. Many lovely perennials and asparagus have been planted on the property. Much of the carpet was replaced within the last year. Home offers country vibes, but has easy access to Hwy 11, is located less than a mile to the Juda Schools and is already set up with high speed fiber optic internet! What more can you ask for? Hurry, this one won't be on the market long!

N2559 County Rd S, Sylvester

Listing courtesy of First Weber Hedeman Group. Selling Office: .

Lot 2 Tindell Lane, Sylvester
$76,000
CLOSED Status
Build your dream home on this beautiful 2.95-acre residential lot just outside the Monroe city limits! Offering a gentle slope to the west, this buildable parcel provides an ideal setting for a custom home with the potential for scenic sunset views. Enjoy the perfect blend of peaceful country living and everyday convenience, with easy access to shopping, dining, parks, and the new Monroe High School. The spacious lot offers plenty of room for your dream home, outdoor living spaces, gardens, and more while still being just minutes from everything Monroe has to offer. If you've been searching for vacant land in Green County to build your forever home, this exceptional property is ready to bring your vision to life.

Lot 2 Tindell Lane, Sylvester

Listing courtesy of EXIT Professional Real Estate. Selling Office: .

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.