Deerfield Real Estate

Deerfield: A Charming Town in Wisconsin

Nestled in the heart of Wisconsin, Deerfield is a picturesque town that offers a peaceful and close-knit community atmosphere. Located in Dane County, just a short drive from Madison, Deerfield combines small-town charm with easy access to big-city amenities.

One of the highlights of Deerfield is its natural beauty. Surrounded by rolling hills, lush farmland, and serene lakes, this area is a haven for outdoor enthusiasts. Residents can enjoy hiking, biking, fishing, and boating, all within a short distance from their doorstep. The nearby Glacial Drumlin State Trail is a popular spot for outdoor recreation, offering miles of scenic trails for walking, running, and biking.

In addition to its natural attractions, Deerfield also boasts a vibrant and active community. The town hosts various events and festivals throughout the year, including the annual Deerfield Firemen's Festival and the Deerfield Harvest Festival. These events provide opportunities for residents to come together and celebrate, fostering a strong sense of community spirit.

For those seeking a slower pace of life, Deerfield offers a range of housing options to suit different needs and budgets. From cozy cottages to spacious family homes, there is something for everyone in this charming town. With its affordable real estate prices and low crime rates, Deerfield is an ideal place to raise a family or retire.

Whether you're looking for a peaceful retreat or a place to call home, Deerfield, Wisconsin, offers a delightful blend of natural beauty, community spirit, and affordable real estate options. Come and discover the charm of this small town in the heart of the Badger State.

Newest Listings in Deerfield

$425,500

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Vacant site with a Cherry Suites plan - complete within 7-mos of construction start, approximately July 2027. Sweet!!!! The Cherry Suites is revamped! Come explore the woods at Drumlin Woods. Invite nature in through this open concept floor plan. You're overlooking the environmental corridor and walking trails to the east. Enjoy morning sunrises with a cup of steaming coffee while sitting on your deck. See floor plans and more details in the attached documents. Condo is not FHA warrantable.

249 Whitetail Lane Unit 22, Deerfield

Listing courtesy of Real Broker LLC.

$427,000

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

253 Whitetail Lane Unit 21, Deerfield

Listing courtesy of Real Broker LLC.

$425,000

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Vacant lot with a Knoll Crest plan: estimated completion is January 2027. Tucked near the end of a private lane in a wooded setting near the Glacial Drumlin State Trail, this condo offers a rare connection to nature with peaceful eastern views into the surrounding canopy. Large windows bring in beautiful natural light, framing the changing seasons, creating a calm, nature-forward feel throughout the home. Enjoy morning coffee with sunrise light and birdsong, or unwind in the private outdoor space that extends the living experience. The open layout is designed for comfortable everyday living with an inviting indoor-outdoor connection. With convenient access to walking, biking, and year-round recreation just moments away, this scenic setting feels tucked away while still supporting easy commutes to Madison, Milwaukee, and surrounding communities. Two optional entries on floor plan see additional docs for layouts. NOT FHA approved.

261 Whitetail Lane Unit 19, Deerfield

Listing courtesy of Real Broker LLC.

$457,500

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Vacant lot with Acorn building plan - estimated completion is 7-mos from construction start. Occupancy is estimated June 2027. The Acorn is a two-story condo unit with optional bedroom or lower level layouts, and optional kitchen layouts. See floor plan in attached documents. In unit laundry can be upstairs in the primary bedroom suite or in the lower level - or both! Primary suite has a flex room for potential office space or a secluded retreat. This unit will have morning light in the primary bedroom and afternoon light in the main floor and lower level. Look out into the marshes or watch the sunset over the top of the Village to the west. Close to the Glacial State Drumlin Trail and in nature - come enjoy the serenity of this home. Condos are not FHA warrantable at this time.

265 Whitetail Lane Unit 18, Deerfield

Listing courtesy of Real Broker LLC.

$460,000

2 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Vacant lot with Acorn building contract - estimated completion is 7-mos from construction start; occupancy is approximately June 2027. The Acorn is a two-story condo unit with optional bedroom or lower level layouts, and optional kitchen layouts. See floor plan in attached documents. In unit laundry can be upstairs in the primary bedroom suite or in the lower level - or both! Primary suite has a flex room for potential office space or a secluded retreat. This unit will have morning light in the primary bedroom and afternoon light in the main floor and lower level. Look out into the marshes or watch the sunset over the top of the Village to the west. Close to the Glacial State Drumlin Trail and in nature - come enjoy the serenity of this home. Condos are not FHA warrantable at this time.

269 Whitetail Lane Unit 17, Deerfield

Listing courtesy of Real Broker LLC.

$458,500

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Vacant lot with Acorn building plan - estimated completion is 7-mos from construction start. Occupancy is estimated May 2027. The Acorn is a two-story condo unit with optional bedroom or lower level layouts, and optional kitchen layouts. See floor plan in attached documents. In unit laundry can be upstairs in the primary bedroom suite or in the lower level - or both! Primary suite has a flex room for potential office space or a secluded retreat. This unit will have morning light in the primary bedroom and afternoon light in the main floor and lower level. Look out into the marshes or watch the sunset over the top of the Village to the west. Close to the Glacial State Drumlin Trail and in nature - come enjoy the serenity of this home. Condos are not FHA warrantable at this time.

221 Whitetail Lane Unit 29, Deerfield

Listing courtesy of Real Broker LLC.

$435,000

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Vacant lot w/ Cherry Suites building plan-estimated completion date is 7-mos from construction start - the goal is Occupancy in April 2027. You will love this open floor plan. Rear views are east/south over the canopy of trees in the environmental corridor and into the marshes. Wake up each morning to the sunrise and birds trilling in the woods. Walk the Glacial Drumlin State Trail, just steps outside your door. Condo is not FHA warrantable. This unit is a Sedona Red with natural stone accents. All images are artistic renderings.

226 Whitetail Lane Unit 8, Deerfield

Listing courtesy of Real Broker LLC.

$525,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

A private, wooded 1.6-acre retreat. This original 1907 farmhouse was thoughtfully expanded over the decades, now offering 1,428 sq ft. of living space. Kitchen remodeled 2026. Fresh paint throughout. Updated systems include 2025 refrigerator, 2020 water heater, 2020 washing machine, and a well-maintained septic system (pumped/inspected 2026.) New roofs (2019 house, 2026 garage/shop). LP gas furnace heat, and a wood burning stove. Step out to a truly special yard. It's wooded with mature trees and almost totally shaded, but also wide open with a large grass yard and cool landscaping. This home has a nice detached 20x 24 garage, plus an ADDITIONAL detached 24x24 heated shop with separate electrical service. Ideal for hobbies, storage, or a workshop. A rare blend of privacy, updates, and versatile space.

3710 Johnson Drive, Deerfield

Listing courtesy of Building Equity Development.

$399,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Showings begin 7/24/2026. Nestled in the charming Village of Deerfield, 416 Park View Road offers the perfect blend of comfort, style, and small-town charm. This inviting home features bright, welcoming living spaces, a functional layout designed for everyday living, and a peaceful setting ideal for relaxing or entertaining. Conveniently located near parks, schools, local shops, and commuter routes, it provides a wonderful opportunity to enjoy the best of community living.

416 Park View Road, Deerfield

Listing courtesy of Rock Realty.

$350,000

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Welcome home to this beautifully updated, move-in ready 4-bedroom home where charm, space, and versatility come together! Designed for today's lifestyle, the main level features a formal dining room, expansive living room, stylish kitchen with breakfast bar, sun-filled sunroom, and a convenient main-floor bedroom. Upstairs, you'll find three spacious bedrooms, centrally located laundry, a versatile bonus landing, and a half bath. The finished lower level offers the perfect rec room, complete with an egress window, while a second egress window provides an exciting opportunity to add a 5th bedroom. The enclosed mudroom connects to the attached 3-car garage for added convenience. Outside, enjoy a fenced backyard, spacious deck, and inviting front porch. Just steps from the Glacial Drumlin State Trail, this home offers the perfect blend of comfort, functionality, and an unbeatable location!

3613 County O Road, Deerfield

Listing courtesy of Badger Realty Team.

$185,000

ACTIVE Status

Position your business for success with this versatile commercial condo in a thriving, high-visibility location! Surrounded by established retail and professional businesses, this well-maintained suite offers outstanding exposure and abundant natural light through large front-facing windows. The open layout features 9.5-foot ceilings, a private restroom, and generous storage space, making it well suited for a variety of commercial uses. The convenient location provides easy access to I-94 and Highways 12 & 18, ensuring excellent accessibility for both clients and employees. Whether you're launching a new venture, expanding your current business, or adding a quality commercial asset to your investment portfolio, this property offers exceptional potential. Current tenant is on month to month lease.

10 Liberty Street Unit 103, Deerfield

Listing courtesy of EXP Realty, LLC.

$389,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Spacious 4-bedroom, 2-bath half-duplex in Deerfield that lives like a single-family home. Features include a private entrance, attached 2-car garage with major improvements, separate driveway, huge cedar-fenced backyard, and brand-new front deck. Inside offers newer floors, stainless steel kitchen appliances, gas fireplace, central heat and A/C, and washer/dryer included. Upper level has 3 bedrooms and 1 full bath; ground level includes a 4th bedroom, full bath, flexible living space for media room, office, recreation area or second living room, plus utility-room storage. Convenient access to Madison, local parks, services, and nearby amenities. Seller is offering a 1-year home warranty. Additional photos, floor plan, and open house details available through the listing resources.

413 Morningside Drive, Deerfield

Listing courtesy of Homecoin.com.

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