Deerfield Homes with Wooded Lot features

Welcome to Deerfield, Wisconsin, a charming village nestled in the heart of Dane County. Known for its picturesque landscapes and a strong sense of community, Deerfield offers a perfect blend of small-town charm and modern conveniences. With a population that values neighborly connections, you’ll find friendly faces and inviting atmospheres around every corner.

One of the standout features of Deerfield is its stunning natural beauty, particularly in homes that boast wooded lot features. Imagine waking up each morning to the serene sounds of nature, surrounded by towering trees and lush greenery. These wooded lots not only provide a tranquil retreat from the hustle and bustle of everyday life but also offer ample opportunities for outdoor activities such as hiking, birdwatching, and simply enjoying the fresh air.

Deerfield's real estate market showcases a variety of homes that cater to diverse tastes and lifestyles. Whether you’re seeking a cozy cottage or a spacious family home, you’ll find properties that harmonize beautifully with their natural surroundings. Many of these homes feature expansive backyards, perfect for hosting gatherings or enjoying quiet evenings under the stars.

Additionally, Deerfield’s convenient location means you’re just a short drive from larger cities like Madison, providing easy access to urban amenities while still enjoying the peace and tranquility of rural living. With its delightful community spirit, stunning wooded properties, and proximity to nature, Deerfield is truly a hidden gem waiting to be discovered. Come explore the possibilities and find your dream home in this enchanting village!

Newest Deerfield Homes with Wooded Lot features

$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

$457,900

2 Beds ⋅ 3 Baths ⋅ 2027876 MLS ⋅ ACTIVE Status

Vacant lot with building plan - completion is approximately 7-months from start of construction; 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.

217 Whitetail Ln Unit 30, Deerfield

$430,000

3 Beds ⋅ 3 Baths ⋅ 2027875 MLS ⋅ ACTIVE Status

Vacant site with building plan - complete within 7-mos of construction start, approximately April 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.

222 Whitetail Ln Unit 7, Deerfield

$700,000

4 Beds ⋅ 3 Baths ⋅ 2024491 MLS ⋅ ACTIVE UNDER CONTRACT Status

Exceptional custom ranch set on nearly 3 picturesque acres just 30 mins from downtown Madison! Designed for both comfortable living & effortless entertaining, the home offers Brazilian cherry hardwood floors, a wood-burning FP, formal dining rm, & a walk-out LL w/ flexible living spaces. The chef's kitchen is built to impress w/ double ovens, a gas cooktop, & granite counters. Standout features include a whole-house speaker system, skylights, central VAC, backup generator, wheelchair lift/elevator, storm shelter, generous storage space, heated garage, & new roof in 2025. Step outside to a multi-level deck, invisible pet fence, irrigation system, & shed for add’l storage. Truly a one-of-a-kind property w/ acreage, nice amenities, & accessibility features, all in a peaceful country setting!

1130 Black Oak Trl, Deerfield

$435,500

3 Beds ⋅ 3 Baths ⋅ 2024623 MLS ⋅ ACTIVE Status

Knoll Crest plan Complete: Nov/Dec 2026. 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.

254 Whitetail Ln Unit 13, Deerfield

$700,000

4 Beds ⋅ 3 Baths ⋅ 2021651 MLS ⋅ ACTIVE Status

Beautiful, spacious, and perfectly set in the country! This 4 bedroom, 3 bath home offers the ideal blend of comfort, space, and convenience on over 4 scenic acres just minutes from town. Enjoy stunning sunset views and peaceful surroundings while still being close to everyday amenities. Inside, you’ll find plenty of room to spread out with a functional layout and features designed for year-round enjoyment. Relax in the inviting 4-seasons porch overlooking the countryside or entertain with ease in the walk-out lower level. Step outside to unwind in the hot tub and take in the private setting. Need space for vehicles, hobbies, or outdoor toys? This property has it covered with a 3-car attached garage plus a Cleary outbuilding offering endless storage possibilities. Better yet, RR zoning allows for horses & other livestock! Whether you’re looking for country living, extra space, or room to entertain, this property checks all the boxes!

4214 Hwy 73, Deerfield

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