Darlington Real Estate

Darlington: A Charming City in Lafayette County, Wisconsin

Nestled in the picturesque Lafayette County of Wisconsin, Darlington is a charming city that offers a wonderful blend of small-town charm and natural beauty. With a population of around 2,400 residents, Darlington provides a tight-knit community where neighbors become friends and locals take pride in their city.

Darlington boasts a rich history, dating back to its founding in 1849. The city's historic downtown area is a testament to its past, with beautifully preserved buildings that house a variety of shops, restaurants, and businesses. Strolling through the streets, visitors can experience the nostalgia of yesteryears while enjoying the modern amenities and friendly atmosphere.

Nature enthusiasts will find themselves in paradise in Darlington. The city is surrounded by rolling hills, lush forests, and meandering rivers, offering endless opportunities for outdoor activities. From hiking and biking along scenic trails to fishing and boating in the nearby lakes, there is something for everyone to enjoy.

Education is highly valued in Darlington, with a strong school system that provides quality education to its students. The city also offers a range of community events and recreational programs, ensuring that residents of all ages have access to a vibrant and fulfilling lifestyle.

Darlington's location in Lafayette County allows for easy access to other nearby cities and attractions. Madison, the capital of Wisconsin, is just over an hour's drive away, offering a plethora of cultural and entertainment options.

Whether you are looking for a peaceful place to settle down or a weekend getaway destination, Darlington has it all. With its small-town charm, natural beauty, and friendly community, this city in Lafayette County is a true gem in the heart of Wisconsin.

Newest Listings in Darlington

$229,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Currently used as a duplex this property could easily be used as a single-family home by opening one door. Income-Producing Duplex with Strong Rental History! Well-maintained duplex featuring two spacious 2-bedroom units, with one unit located on the main and the other is an upper unit. Both units offer functional layouts and the property has a solid rental history, making it an excellent opportunity for investors or owner-occupants looking to offset their housing costs. Tenants pay all utilities, helping keep operating expenses low. Conveniently located near everyday amenities, with school bus pickup and drop-off nearby. Situated in a community with consistently high rental demand, this property offers dependable income potential and long-term investment appeal. A great opportunity to add a well-maintained, income-producing property to your portfolio! Current leases are month to month. Property is also listed in the multi family section as well

240 Galena Street, Darlington

Listing courtesy of Keller Williams Legacy Group.

$130,000

ACTIVE Status

Own a piece of downtown Darlington history while creating something new! This distinctive two-story commercial building combines historic character with extensive modern updates, offering an exciting opportunity in the heart of downtown. Originally dating back to the late 1800s, the building retains touches of its past?including beautiful exposed brick?while undergoing extensive renovations in 2021, including updated electrical, plumbing, some windows, roof and more. The spacious main level offers an open floor plan ready to accommodate a variety of business ventures, along with separate men?s and women?s restrooms with showers. Upstairs provides even more possibilities with additional space and a full bathroom. Use it for offices, expanded business space, a second venture, or explore the potential for conversion into living quarters. Each floor has its own furnace and central air system for independent temperature control. Bring your business vision to life! Motivated sellers!

325 Main Street, Darlington

Listing courtesy of Lori Droessler Real Estate, In.

$222,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Well-maintained 3-bedroom, 1.5-bath ranch home in Darlington offering comfortable main-level living with all three bedrooms conveniently located on the main floor. This solid home features a functional layout and has been lovingly maintained, making it move-in ready. The basement provides a 1-car garage along with additional space for storage and utility needs. Outside, enjoy an ample-sized yard, extra off-street parking, and a storage shed for added convenience. A patio area just off the shed creates a nice spot to sit back, relax, and enjoy the outdoors. A solid, well-cared-for home with practical features and plenty of outdoor space?ready for you to make it your own and call it home!

727 E North Street, Darlington

Listing courtesy of Keller Williams Legacy Group.

$169,900

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Charming Victorian home. Great space, it has 4 bedrooms 1 1/2 baths with an amazing layout. Room sizes are nice sized. Located on a corner lot with a front porch to relax! 1 car garage with plenty of driveway for extra off street parking. Affordable price to purchase to update and put your own stamp into this Victorian Beauty, as many updates have been completed.

604 Keep Street, Darlington

Listing courtesy of Above & Beyond Realty, LLC.

$507,500

ACTIVE Status

This picturesque property offers a peaceful country setting with a 25-year-old pine and hardwood forest, including majestic mature oak trees that add beauty, shade, and character to the landscape. A spring-fed stream meanders through the land, and the income-producing pasture ground adds both value and versatility. The area is rich with great deer sign, making it an excellent spot for hunting or simply enjoying abundant wildlife. This property offers tremendous flexibility?split it into multiple parcels or establish several building sites to suit your vision. Just minutes from the Cheese Country Trail and the scenic Pecatonica River, this property is perfect for those seeking a quiet retreat, a place to build, or a solid land investment.

35 M/L Acres Crist Lane, Darlington

Listing courtesy of Whitetail Properties Real Estate LLC.

$229,900

ACTIVE Status

Income-Producing Duplex with Strong Rental History! Well-maintained duplex featuring two spacious 2-bedroom units, with one unit located on the main and the other is an upper unit. Both units offer functional layouts and the property has a solid rental history, making it an excellent opportunity for investors or owner-occupants looking to offset their housing costs. Tenants pay all utilities, helping keep operating expenses low. Conveniently located near everyday amenities, with school bus pickup and drop-off nearby. Situated in a community with consistently high rental demand, this property offers dependable income potential and long-term investment appeal. A great opportunity to add a well-maintained, income-producing property to your portfolio!

240 Galena Street, Darlington

Listing courtesy of Keller Williams Legacy Group.

$3,000,000

ACTIVE Status

Prime commercial land development opportunity offering outstanding visibility and frontage along Highway 81 on the outskirts of Darlington, WI. This high-traffic location is well suited for a wide range of commercial uses, making it an excellent investment for developers, business owners, or expanding enterprises. All utilities with road and curb/gutter complete. Priced at $250,000 PER ACRE, the property can be divided to accommodate a variety of project sizes and business needs. With exceptional access, flexible parcel options, and a highly desirable location, this is a rare opportunity to secure premier commercial land in a growing market.

TBD Performance Drive, Darlington

Listing courtesy of Equity Real Estate Group, LLC.

$179,600

6 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome home to this spacious 6-bedroom, 2-bath property offering room for everyone and everything! Situated on a desirable corner lot, this home features beautiful original woodwork that adds warmth, character, and timeless charm throughout. The generous floor plan provides plenty of living space, making it ideal for a growing family, multi-generational living, or anyone who appreciates extra room. Conveniently located close to downtown, shopping, and the grocery store, you'll enjoy easy access to everyday amenities while still having a place to call your own. Recent updates include a newer roof and some updated windows, providing added value and peace of mind. Don't miss this opportunity to own a character-filled home with space, charm, and a great location!

445 Ohio Street, Darlington

Listing courtesy of EXP Realty, LLC.

$235,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

This charming and move-in ready 3-bedroom, 1.5-bath home in Darlington is ready to welcome its next owners! Enjoy the convenience of main-floor living, featuring a spacious primary bedroom with direct access to the full bathroom, along with a conveniently located main-floor laundry room. The bright white kitchen offers a clean, inviting feel and flows seamlessly into the formal dining room?perfect for everyday meals and entertaining guests. Need extra space? You?ll appreciate the rare 4-stall garage setup, providing plenty of room for vehicles, UTVs, recreational equipment, workshop space, and additional storage. Situated on a large corner lot, this property offers an expansive backyard with endless possibilities for outdoor enjoyment just in time for summer!

304 E North Street, Darlington

Listing courtesy of EXP Realty, LLC.

$439,900

5 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Escape to your own slice of countryside paradise! This idyllic 12-acre farmette features a charming 5-bedroom farmhouse with 2,194 sq ft of beautiful character ? stunning woodwork, hardwood floors, pocket doors, and a relaxing front porch. The property is graced by meandering Copper Creek, a designated Class 2 Trout Stream, perfect for fishing right in your backyard. A massive 54x98 Morton building offers endless possibilities ? indoor riding arena, workshop, or ultimate toy storage. Practical updates include a new septic system and a 5-year-old metal roof for peace of mind. With woods, pasture, and flowing water, this is rural living at its finest. Don't miss this rare opportunity!

8236 Cth K, Darlington

Listing courtesy of EXP Realty, LLC.

$645,900

ACTIVE Status

For sale is a well-appointed commercial condo on the ground floor of the Darlington Heights senior apartment building on Main Street in downtown Darlington near the beautiful Lafayette County Courthouse. The space was previously used as a dental clinic and has a variety of exam and consultation rooms, offices, a reception/waiting area, an employee break room, and restrooms. This space could be ideal for office, professional, or retail use; or, buy it as an investment and lease it to one -or multiple- commercial tenants. Give us a call with questions or to schedule a tour!

435 Main Street Unit 100, Darlington

Listing courtesy of EXIT Professional Real Estate.

$1,316,000

ACTIVE Status

Lafayette County, Wisconsin Development Opportunity. Located near Darlington, this highly tillable 47.40 acre tract sits within the Business Park District and is designated Industrial in the City?s Future Land Use Plan, offering strong long-term development potential. Utilities are nearby, including sanitary sewer, lift stations, and a 10-inch municipal water main located directly east, supporting future commercial or industrial use. The farm includes 47.24 acres currently in production with productive Tama and Ashdale silt loam soils and an NCCPI rating of 83.8. The property is leased for the 2026 crop year at $325 per acre. With strong agricultural income and a strong position for future growth, this tract offers a rare opportunity for investors, developers, or operators looking for a strategic land holding in southwest Wisconsin.

47� Acres Country Club Road, Darlington

Listing courtesy of Peoples Company.

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