Trenton Homes under $500,000

Welcome to Trenton, Wisconsin – a hidden gem nestled in the heart of the Badger State! Known for its picturesque landscapes and tight-knit community, Trenton offers a unique blend of small-town charm and modern conveniences. With its friendly atmosphere and abundant recreational opportunities, it’s no wonder families, young professionals, and retirees alike are drawn to this delightful area.

Trenton boasts a variety of homes under $500,000, making it an ideal destination for those seeking affordability without sacrificing quality of life. Whether you’re looking for a cozy single-family home, a spacious ranch, or a charming cottage, you’ll find plenty of options that cater to diverse tastes and budgets. Many of these homes feature beautiful yards, perfect for outdoor gatherings or simply enjoying the serene surroundings.

The city is surrounded by lush parks and scenic trails, providing ample opportunities for hiking, biking, and exploring nature. Trenton is also conveniently located near major highways, making it easy to access nearby cities and attractions. With a strong sense of community, residents often come together for local events, farmers' markets, and festivals that celebrate the rich culture of the area.

In Trenton, you’re not just buying a home; you’re investing in a lifestyle. With affordable housing options and a welcoming community, it’s the perfect place to put down roots. Come discover the charm of Trenton, Wisconsin, and find your dream home today!

Newest Trenton Homes under $500,000

$480,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Welcome to this charming 3-bedroom, 1-bath Tudor style ranch home located along the beautiful tree lined Milwaukee River. This move-in ready home features beautifully refinished hardwood floors, an updated kitchen with granite countertops and stainless appliances. Enjoy the spacious living room perfect for relaxing in front of the natural fireplace. The lower level offers additional living space for a home theater, playroom, or entertainment area with a natural fireplace, The property sits on a generous lot with a large backyard. A long driveway leads to an attached 2.5 car garage, providing ample parking and storage. Don't miss this fantastic opportunity to own a home in one of the area's most desirable communities!

2357 State Highway 33, Trenton

Listing courtesy of Wabi Realty LLC.

$425,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

So much to appreciate with this home just outside of Hager City. This single level home has three bedrooms on the main level with a beautiful gazebo and amazing firepit in the back yard! Large kitchen and dining room with plenty of counter space and cabinets, and a really expansive lower level that has a finished bedroom and bathroom, and just drop a ceiling and you have an additional 1200 square feet of finished space! With a 2nd kitchen! You also can't go wrong with a 35x27 3 car garage! Plenty of room for your vehicles and toys! Newer roof and some siding will be replaced prior to closing. Don't miss this amazing home!

W7629 161st Avenue, Trenton

Listing courtesy of Coldwell Banker Realty.

$389,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

Nestled into a shaded lot on a dead-end road, this charming home has 66 feet of beautiful water frontage on Beaver Dam Lake. Spend your days boating on the water and enjoy the most beautiful sunsets from your deck in the backyard. This home is being sold with everything you see, including a pontoon boat! Furniture, kitchen supplies, yard tools, a dock and so much more are here for the next owner to easily move right in. Inside you?ll find very open living spaces where the living room with gas fireplace, bar, sitting area and dining area all flow together looking out to the lake. The kitchen has plenty of storage and counter space to make entertaining a breeze. Also on the main level is a full bathroom and dining room. Upstairs are two very large bedrooms with walk-in closets and an additional full bath. The unfinished basement walks out to the backyard and is perfect for a hobby space, workshop or storage space. Schedule a private tour - this home won't last long!

N8587 Sunset Beach Road, Trenton

Listing courtesy of Coldwell Banker Real Estate Group.

$394,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE WITH OFFER Status

This Beautifully Maintained, Open Concept 3-BR, 2.5 Bath, Ranch on a spacious 0.86-acre lot just north of Beaver Dam provides a Country Setting at an Affordable Price! It offers Over 1,900 sq ft of comfortable living space & perfectly blends country tranquility with quick access to Hwy 151. It has a stunning Sunroom w/ windows on three sides overlooking the huge deck to enjoy the views & main-level convenience featuring 1st Floor Laundry & a Master Suite complete with a full bath and a 6X6 walk-in closet. There's also a 2 Car Attached Heated Garage w/ a workshop and a 12X20 detached garage. Located in the desirable Beaver Dam School District, this move-in-ready Home offers the perfect layout and location. Call now to schedule your private showing!

N8524 Hickory Road, Trenton

Listing courtesy of Zellner Real Estate.

$299,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Nestled on a .92-acre lot in the Town of Trenton, this spacious 5BR/2BA home offers the perfect blend of comfort, charm, and convenience! A large level driveway leads to a 2-car garage. Inside, you'll find a warm and inviting living room highlighted by rich hardwood floors and a striking beamed ceiling, while the sun-filled dining room showcases a beautiful bow window that floods the space with natural light. The generously sized kitchen offers abundant cabinetry and counter space, with appliances included. A versatile den-laundry-mudroom adds everyday functionality. With a main-level primary bedroom and bath, plus four additional bedrooms and bath upstairs, there's room for everyone. Low town taxes and an exceptionally convenient location make this opportunity one you won't want to miss!

5786 River Road, Trenton

Listing courtesy of Lake Country Flat Fee.

$314,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

This 4 bedroom, 2 bath rambler features a brand new roof, updated vinyl siding, a low-maintenance deck, and a spacious yard ideal for outdoor activities and entertaining. The home offers a comfortable layout with plenty of room for everyday living. Conveniently located just minutes from Red Wing, it provides easy access to local shopping, dining, and recreational amenities.

W7635 165th Avenue, Trenton

Listing courtesy of Property Executives Realty.

$419,900

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE WITH OFFER Status

Welcome to this town of Trenton home, just outside Newburg nestled on a peaceful .92 acre lot! Offering 4 bedrooms, 1.5 baths, and 2 distinct living areas, there is plenty of room for everyone. Cozy up by the wood-burning fireplace in one of the main living spaces, or head down to the partially finished basement for extra recreation or storage. Unwind outdoors in your large private yard, perfect for entertaining, gardening, or enjoying quiet Wisconsin evenings. This property seamlessly blends a serene setting with everyday convenience, located near local shopping, dining, parks, and schools. Don't miss this incredible opportunity to make it your own. Schedule your private showing today! PHOTOS COMING SOON

5778 Apple Blossom Lane, Trenton

Listing courtesy of 5-Star Realty.

$297,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Attention, all country living lovers! This spacious, very nicely refurbished 3-bedroom 2-full bath split ranch home has it all. Nestled on approx. 2 1/2 acres on a private setting with extra big newer garage for extra storage with a beautiful cement driveway, a large workshop (approx 25x30) in the back of the property that can be used for all kinds of recreational and workshop uses, open concept kitchen/family room, huge living room, low town of Trenton property taxes and to top it all off, a full kitchen and laundry package included! New well pump and new gutters in Aug 2026 ..Back on Market due to Buyer

W8418 Hemlock Road, Trenton

Listing courtesy of RE/MAX Insight.

$425,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

This 7.6-acre country property offers plenty of space, privacy, and opportunity to create the home you've been dreaming about. The property features a huge barn with a new roof and new siding, providing a great start for storage, hobbies, animals, or whatever you envision. The 4-bedroom, 2.5-bath house has been cleaned out down to the studs, giving you a blank canvas to bring your own ideas to life. The seller had started the process of cleaning up the house and yard with plans to rehab the home, but ultimately decided the project was more than he wanted to take on. He even had professional floor plans drawn up to help get the renovation started. Now, the opportunity is yours! Bring your vision, your ideas, and your plans to this spacious country property and create a home that is yours.

7033 County Highway M, Trenton

Listing courtesy of Premier Point Realty LLC.

$475,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

Country living awaits on this multi-level home set on 5+ acres, offering approximately 1,865 sq. ft. of living space, 3 bedrooms, 2 bathrooms, and a 2-car attached garage with basement access. The main level features a kitchen and dining area with dark wood cabinetry, peninsula, stainless-steel appliances, and a large window overlooking the backyard. The front-facing living room captures spectacular sunset views. Upstairs are 3 bedrooms, which includes the primary suite with direct bathroom access. The lower level offers a family room with wood-burning stove, built-in counter, patio door to the backyard, and a second bathroom/laundry area. An unfinished basement provides additional storage. Recent updates include a new well, septic, buried electric, and internet service within the past 3 years. Outbuildings: 56?x30? metal shed, 24?x59? shop w/ concrete floor and electric subpanel, and 8?x46? wood shed. Seller offering a $10k closing credit for remodeling. Seller is a licensed Broker.

N9592 Yew Road, Trenton

Listing courtesy of Ballweg's Real Estate LLC.

$469,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

Picture yourself enjoying nearly an acre of your own space in the Town of Trenton! This inviting 3-bedroom ranch welcomes you with an open-concept layout, vaulted ceilings and a fireplace that makes the heart of the home feel warm and welcoming. The kitchen features hardwood floors and granite countertops, while the spacious primary suite offers vaulted ceilings, a walk-in closet and an updated bath with tiled shower and double vanity. Downstairs, there's even more room to spread out with a large finished rec room and plenty of flex space for movie nights, guests or a home office. Step outside to a concrete patio with motorized awning overlooking the spacious yard, plus a shed for all the extras. With a 2.5-car garage, newer mechanicals and plenty of indoor and outdoor space. Welcome Home!

5061 Birchwood Lane, Trenton

Listing courtesy of Keller Williams Ozaukee.

$459,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

All photos with furniture photoshoped. Painstakingly remodeled and ready for you to call home. The entire floor plan has been reworked for an up to date living experience. Come and see the open living center: kitchen, living room and sun room. Bright and cheery is an understatement here. Everything is new! New bathrooms, new kitchen, new flooring, freshly painted, even a brand new septic as of 2025! Private first floor master suite includes a 9x8 walk in closet, double vanity and ceramic tile floor. The first floor laundry is thoughtfully tucked away as its own room so you do not need to hear the machines running. Huge 3 car garage with its enclosed shop and walk up storage? Or how about the pole shed? need a place for the boat and toys 12'X27' do it?

2089 Decorah Road, Trenton

Listing courtesy of Realty Executives Integrity Brookfield.

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