Waunakee Homes under $500,000

Welcome to Waunakee, Wisconsin – a charming village that beautifully blends small-town charm with modern amenities. Nestled in the heart of Dane County, just a stone's throw from the vibrant city of Madison, Waunakee offers an inviting atmosphere that appeals to families, professionals, and retirees alike. Known for its friendly community spirit and picturesque landscapes, this quaint village is often referred to as "The Only Waunakee in the World," a nod to its unique character and rich history.

As you explore Waunakee, you'll discover a variety of parks, trails, and recreational opportunities that encourage an active lifestyle. The village is home to excellent schools, making it an ideal choice for families seeking education and community involvement. With a range of local shops, restaurants, and events, Waunakee fosters a sense of belonging that residents cherish.

For those looking to settle down in this idyllic locale, Waunakee offers an impressive selection of homes priced under $500,000. From charming single-family residences to modern townhouses, buyers can find properties that suit diverse tastes and needs. Many homes showcase beautiful yards, contemporary designs, and easy access to local amenities.

Whether you're a first-time homebuyer or looking to downsize, Waunakee provides an affordable entry point into the real estate market without sacrificing quality of life. Embrace the warmth and community spirit of Waunakee, where your dream home awaits!

Newest Waunakee Homes under $500,000

$474,900

3 Beds ⋅ 2 Baths ⋅ 2033445 MLS ⋅ ACTIVE Status

Move-in Ready 10/2/25! Welcome to Haven, a community of twin homes that offers low maintenance living in a custom home with a private yard. Low monthly association fee of $185 covers lawn mowing, fertilization, and snow removal; plus, a la carte seasonal services are available for a separate rate. This Archer home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R. To top it off, this home even comes with a comprehensive warranty backed by a full-service team. Make this home yours!

707 Cozy Farm Rd, Waunakee

$500,000

3 Beds ⋅ 2 Baths ⋅ 2033083 MLS ⋅ ACTIVE Status

Showings begin 10/1. This is not your typical red brick ranch. Set on a large corner lot in Waunakee’s Castle Crest neighborhood, this 3-bedroom, 2-bath home has been thoughtfully transformed inside and out. The main level was opened up to create a bright, connected kitchen and living space with an island, newer oak engineered hardwood floors, and a hearth/dining room that may just become your favorite room in the house. Downstairs, a spacious rec room with fireplace adds another place to settle in, while the theater room with bar and French doors easily doubles as a home office or flex space. Outside, the cedar-fenced backyard offers plenty of room to enjoy, and the fully insulated, heated garage is a major bonus. With newer Anderson windows, HVAC, kitchen, baths, flooring and more, very little has been left untouched. All just up the street from Waunakee High School, downtown shops, restaurants and coffee, and close to Castle Creek Conservancy.

1205 Wexford Dr, Waunakee

$339,900

2 Beds ⋅ 2 Baths ⋅ 2032827 MLS ⋅ ACTIVE Status

RANCH CONDO IN THE HEART OF WAUNAKEE w/LOW PROPERTY TAXES + LOW CONDO FEE! Large Kitchen w/Tons of Cabinets, Breakfast Bar & Dinette area that Opens to Great Room w/Vaulted Ceilings + Gas Fireplace! 2 Bedrooms, 2 Baths, 1st Floor Laundry + 2 Car Attached Garage! Primary Suite w/Large Walk-In Closet + Private Full Baths! Tons of Closet Space + Storage Space in the Lower Level! Walk to the Library, Senior Center, Shopping & Restaurants! THIS CONDO IS A PERFECT PLACE TO CALL HOME!

20 Village Homes Dr, Waunakee

$449,000

3 Beds ⋅ 2 Baths ⋅ 2032746 MLS ⋅ ACTIVE UNDER CONTRACT Status

Welcome to this move-in ready 1-story ranch on a .25-acre corner lot in Waunakee! This 3 bedrooms, 2 baths home features an open layout, fresh interior paint and new carpeting throughout. The sun-filled living room flows into the kitchen and dining area, while the spacious family room opens to the backyard and paver patio. The kitchen features a breakfast bar, tile backsplash, wood cabinetry, LVP flooring, a 2024 stove and a built-in microwave. The primary suite includes an updated bath with granite counter and walk-in shower. The partially-finished lower level adds flexible living and entertaining space with 2025 LVP flooring, rec room, theater room, pool table and dry bar with granite counters and beverage fridge. Outside, enjoy mature landscaping, an oversized 2-car garage, and circular driveway. Recent improvements include a 2024 water heater and 2025 sump pump. Conveniently located within walking distance of Prairie Elementary School and the Waunakee Public Library.

323 Santa Fe Trl, Waunakee

$474,900

3 Beds ⋅ 3 Baths ⋅ 2032452 MLS ⋅ ACTIVE Status

Wonderfully updated 3br, 3 bath home located in the heart of Waunakee, close to all the schools, parks and library! Bus picks up right on the corner! Quiet neighborhood with mature trees and a large corner lot with no sidewalks! This charming split-level features a spacious living room, large kitchen with all new cabinetry and black stainless appliances, nice dinette with patio doors leading to the outdoor oasis. All bedrooms offer double closets and all baths have been refreshed with new vanities, flooring, and countertops. Lower level rec room has been remodeled with new flooring, wall cladding, and a built-in bar area. Great storage and a 2.5 car attached garage with entrance from the lower level, a little mud room area under the stairs, and an extra parking pad adjacent to the garage. New furnace, a/c, roof, windows, all with transferable warranties! Enjoy the big backyard with a shed and lots of room for gardening and play! Move in ready!

100 Canterbury Ct, Waunakee

$474,900

3 Beds ⋅ 2 Baths ⋅ 2032294 MLS ⋅ ACTIVE Status

LOCATION, LOCATION, LOCATION! Charming ranch home in the heart of Waunakee — just minutes from schools, parks, and the library! This 3-bedroom, 2-full-bath gem features a bright sun room and an oversized 2-car garage. Huge kitchen w/tons of cabinets, corian countertops, work island, + a large dinette area that opens to a family rm w/a beamed ceilings & gas fireplace! The spacious, light-filled living rm offers even more room to relax and entertain. Retreat to the primary bedrm, complete with double closets and a full bath. Downstairs, the finished lower level adds valuable bonus space-ideal for a rec room, home gym, or both-along with ample storage throughout. Step outside to a gorgeous, expansive backyard with mature trees, perfect for outdoor enjoyment. THIS HOME HAS BEEN LOVED BY THE SAME OWNER FOR OVER 43 YEARS! New Roof- 2011! New Furnace & C/Air-2023! New H20 Heater-2024! New H2O Softener-2010! New Washer/Dryer-2017! New Garage Door-2017! New Driveway-2015! Some Updated Windows!

121 Winston Way, Waunakee

$379,000

3 Beds ⋅ 1 Baths ⋅ 2032210 MLS ⋅ ACTIVE Status

Enjoy the best of Waunakee living with downtown just a short walk from your front door! This inviting ranch offers a comfortable, functional layout with hardwood floors throughout the living room and bedrooms. A large bay window fills the main living space with natural light, while the dining area features a charming built-in. The updated kitchen offers white cabinetry, newer appliances and updated countertops, with a versatile bonus room nearby that's perfect for a home office, mudroom or additional dining space. Need more room to spread out? The spacious family room addition overlooks the large backyard and provides a second gathering space. Great storage, a backyard deck and a sidewalk-lined neighborhood close to parks, schools, shops, restaurants and everything downtown Waunakee has to offer!

309 4th St, Waunakee

$325,000

2 Beds ⋅ 2 Baths ⋅ 2031511 MLS ⋅ ACTIVE UNDER CONTRACT Status

New to the market, this well maintained, spacious 2 bedroom, 2 bath garden style ranch condo offers 1,729 sq. ft of comfortable living , a convenient location near schools and parks, and no condo fees! Come checkout this great opportunity in Waunakee. Please reach out to listing agent with any questions regarding condo docs as some things are in the process of being changed. Please allow 72 hours for binding acceptance.

6112 Woodland Dr Unit 1, Waunakee

$350,000

2 Beds ⋅ 2 Baths ⋅ 2031056 MLS ⋅ ACTIVE Status

A rare opportunity for carefree 55+ living in the heart of Waunakee. Set on a peaceful cul-de-sac near Six Mile Creek, this ranch condo puts dining, shops, parks & library within easy reach. Step inside to a welcoming kitchen with plenty of cabinetry & a large island perfect for casual meals or gathering with friends. The dining area flows naturally into the spacious living room, where vaulted ceilings & a gas fireplace create a comfortable place to relax. The patio door brings in natural light and leads to an outdoor space. The owner’s suite offers plenty of room with a walk-in closet & private bath, while a second bedroom & full bath provide flexibility for guests or an office. Main level laundry makes everyday living easy. Lower Level has a finished rec room for even more space to spread out, along with great storage & plumbing for a future bath. Plus an attached 2-car garage, private entrance & furnace/central air replaced in 2019. Come simplify without sacrificing space.

6 Village Homes Dr, Waunakee

$414,900

3 Beds ⋅ 2 Baths ⋅ 2030721 MLS ⋅ ACTIVE UNDER CONTRACT Status

Show 8/20. Charming 3-bedroom, 2-story home with updates galore! Enjoy a peaceful neighborhood just minutes from downtown shops, restaurants, schools, and parks. The updated kitchen features a breakfast bar and stainless-steel appliances and opens to the family room and bright dining area. Upstairs offers a spacious loft and bedroom, while the lower level provides ample storage. A 2-car attached garage and mudroom add convenience. Outside, enjoy a new patio, fully fenced yard, raised garden beds, fire pit, lush landscaping, and mature perennial gardens. A wonderful opportunity to own a piece of Waunakee!

106 W 2nd St, Waunakee

5734 Enchanted View Ln Unit 13, Waunakee

$499,900

3 Beds ⋅ 3 Baths ⋅ 2030599 MLS ⋅ ACTIVE Status

3 BR 2.5 Bath Ranch condo living w/country feel at end of cul-de-sac! Private entry to large Foyer! Gorgeous birch floors! Vaulted Living rm w/beautiful stone frplc! Patio doors to newer deck & railing! Spacious open Kitchen w/birch floors & cabinets, solid surface countertops, SS appl, breakfast island/bar & pantry! Large Dining area! Vaulted Sunroom w/2 patio doors to outside! ! Spacious Primary Bdrm w/large private Bath, featuring large walk-in shower w/dual fixtures, WIC, two sinks & lots of cabinet storage! 2nd Bdrm & 1/2 Bath on main floor! Lower level incl: 3rd Bdrm w/legal egress windows & large WIC, Family rm w/tiled frplc, large Rec rm, Built-in bookcases, Full Bath w/tub, Laundry rm w/washer/dryer incl. 4-panel doors throughout! Sump pump w/battery back-up! 2 car garage w/water spigot inside! UHP Ultimate $825 Home Warr incl! Furnace w/AprilAire & A/C - 2018. Roof 2011. (Furnace, A/C and both fireplaces recently cleaned & checked). (no > than 2 pets/unit; not weigh > 35lb)

5734 Enchanted View Ln Unit 13, Waunakee

$415,000

3 Beds ⋅ 3 Baths ⋅ 2030430 MLS ⋅ ACTIVE UNDER CONTRACT Status

This zero lot line townhome offers the perfect blend of modern style, comfort, and low maintenance living. Located in one of Waunakee's brand-new neighborhoods. The thoughtfully designed floor-plan provides comfortable living spaces with contemporary finishes and plenty of natural light. Extend your living space outdoors onto the spacious deck, where everyday living and entertaining come together effortlessly. Whether enjoying your morning coffee, relaxing after a long day, or gathering with friends, this outdoor space is designed to be enjoyed. Upstairs you'll find 3 bedrooms, including a comfortable suite, with private bath, WIC and tray ceiling. ALL the benefits of a new home without the wait of building.

303 Breunig Blvd, Waunakee

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