Deerfield Real Estate

Welcome to Deerfield, Wisconsin—a charming village that perfectly blends small-town warmth with modern conveniences. Nestled in the heart of Dane County, Deerfield offers residents a serene lifestyle while being just a stone's throw away from the vibrant city of Madison. With its picturesque landscapes, friendly community, and rich history, Deerfield is an ideal place for families, retirees, and anyone seeking a peaceful retreat.

As you stroll through the village, you’ll be captivated by its quaint downtown area, featuring local shops, cozy cafes, and delightful eateries that showcase the best of Wisconsin hospitality. Nature enthusiasts will appreciate the abundance of parks and trails that surround Deerfield, providing ample opportunities for hiking, biking, and enjoying the great outdoors. The nearby Koshkonong Creek is perfect for fishing and kayaking, making it a popular spot for those who love water activities.

Education is a cornerstone of the Deerfield community, with highly-rated schools that prioritize student success and personal growth. Families can feel confident in the educational opportunities available, ensuring a bright future for their children.

Moreover, Deerfield hosts various community events throughout the year, fostering a strong sense of belonging among residents. From summer festivals to winter holiday celebrations, there’s always something happening that brings neighbors together.

Whether you’re considering a move or just exploring, Deerfield, WI, offers a unique blend of tranquility and community spirit that’s hard to resist. Discover your future home in this delightful village, where every day feels like a warm embrace.

Newest Listings in Deerfield

$425,500

3 Beds ⋅ 3 Baths ⋅ 2028907 MLS ⋅ 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 Ln Unit 22, Deerfield

$427,000

3 Beds ⋅ 3 Baths ⋅ 2028906 MLS ⋅ ACTIVE Status

253 Whitetail Ln Unit 21, Deerfield

$425,000

3 Beds ⋅ 3 Baths ⋅ 2028905 MLS ⋅ 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 Ln Unit 19, Deerfield

$457,500

3 Beds ⋅ 3 Baths ⋅ 2028904 MLS ⋅ 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 Ln Unit 18, Deerfield

$460,000

2 Beds ⋅ 3 Baths ⋅ 2028903 MLS ⋅ 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 Ln Unit 17, Deerfield

$458,500

3 Beds ⋅ 3 Baths ⋅ 2028902 MLS ⋅ 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 Ln Unit 29, Deerfield

$435,000

3 Beds ⋅ 3 Baths ⋅ 2028901 MLS ⋅ 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 Ln Unit 8, Deerfield

$378,000

4 Beds ⋅ 3 Baths ⋅ 2028845 MLS ⋅ ACTIVE Status

First Time Ever On The Market!!! This ranch home was built for the Seller in 1968 and a lifetime of wonderful events happened here. Located on a generous lot on the very northern edge of the Village of Deerfield, this home has 4 bedrooms, 2.5 baths, a first-floor laundry, and a LARGE rec room in the lower level. Very well constructed, you will enjoy the extensive oak flooring and appreciate the white metal roof and brick enhancements on the exterior. Your interior updates will create lasting value and they will be to YOUR own taste and style. This is an excellent opportunity for the Buyer who wants to make a good house their home.

105 Holman Rd, Deerfield

$525,000

2 Beds ⋅ 1 Baths ⋅ 2028794 MLS ⋅ ACTIVE Status

A truly one-of-a-kind property that must be experienced in person to appreciate its peaceful setting. Nestled on 1.6 private wooded acres, you'll enjoy a rare level of privacy where you can't see neighboring homes in any direction. Watch deer, wild turkeys, foxes, and countless birds from your own backyard while enjoying the serenity of a quiet, lightly traveled road—all just 25 minutes from Madison. Inside, the home has been thoughtfully updated while preserving its warm, natural character. The remodeled 2026 kitchen, fresh paint throughout, updated lighting, and custom live-edge wood shelving complement the home's extensive use of real wood and natural materials. With very little drywall and no carpet, the home offers a distinctive feel that's difficult to find in newer construction. If you've been searching for a home that offers true privacy, abundant wildlife, handcrafted character, and modern updates, this is a rare opportunity.

3710 Johnson Dr, Deerfield

$399,900

3 Beds ⋅ 3 Baths ⋅ 2028586 MLS ⋅ ACTIVE UNDER CONTRACT Status

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 Rd, Deerfield

$350,000

4 Beds ⋅ 2 Baths ⋅ 2028433 MLS ⋅ 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 Rd, Deerfield

$185,000

2028175 MLS ⋅ 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, Deerfield

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This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. 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 perspective properties consumers may be interested in purchasing.