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4044 Oak Park Road, Deerfield
$679,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Showings start Oct 13th, just finishing up kitchen remodel & new LVP flooring...Nestled on a scenic wooded hillside. This home offers the perfect blend of space, comfort & peaceful country living on 5.5 acres. Featuring 4 bedrooms, 2 1/2 baths and nearly 2,800 sq ft. The great room, with floor to ceiling stone fireplace, is filled with natural light from expansive windows & skylights. Recently updated kitchen and dining area with new flooring and stainless steel appliances opens to a cozy sunroom. Upper level boasts owners bedroom with huge walk-in closet and separate bonus room perfect for a home office! Step outside to enjoy the maintenance free deck and pool with picturesque views. 3 car garage and shed provide plenty of room for storage. New updates include: Updated kitchen & bathrooms (ML & UL), kitchen appliances, LVP flooring, windows, furnaces, A/C, composite decking?too many to list! 4th bedroom is not legal bedroom, due to windows not being egress.

4044 Oak Park Road, Deerfield

Listing courtesy of First Weber Inc.

N3660 9th Avenue, Deerfield
$450,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Escape to wide-open space in this ranch-style home, with practical upgrades like newer flooring and a metal roof (2021). With 24 acres to roam, this is a rare chance to live with room to breathe, explore, and unwind. Inside, you will find 3 bedrooms and 1.5 baths, multiple options to heat your home in those chilly winter months. The attached garage keeps life organized, appliances are included for a smooth move-in, and a fruit cellar adds old-school charm for storing harvests and essentials. Step outside to numerous outbuildings, including a chicken coop, and the kind of wildlife sightings that make mornings magical. Whether you are dreaming of hobbies, homesteading, or simply more privacy, the acreage opens the door to endless possibilities.

N3660 9th Avenue, Deerfield

Listing courtesy of Gaatz Real Estate.

39 London Road, Deerfield
$450,000
5 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Discover an exceptional 1.28-acre retreat located just 20 min from the Beltline, offering the perfect blend of space & convenience. This spacious 5-bedroom, 2.5-bath home features thoughtful upgrades throughout, including a primary suite with both a jetted tub and stand-up shower, and a second full bathroom boasting a separate tub, stand-up shower, and dual vanity. The garage provides convenient separate access to the basement, adding versatile storage. Step outside to a generous backyard with a fenced-in area ideal for pets, alongside a wooded section at the rear that invites relaxation and offers abundant wildlife viewing. Situated near the Glacial Drumlin Bike/Snowmobile Trail, this property provides endless opportunities for outdoor recreation. Recent updates include a newer central air system, windows, sliding glass doors, front door, deck, patio, and stove. Move-in ready and waiting for your best offer, this home combines comfort, privacy, and location in one remarkable package.

39 London Road, Deerfield

Listing courtesy of First Weber Inc.

108 N Washington Street, Deerfield
$409,900
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Completely renovated and completely ready for you to move in and enjoy. This wonderfully updated tri-level home features 5 BR, 3BA and almost 1900 square feet of living space. Enjoy the evenings in an updated large living room, dinners in a dining area with a fireplace, hangout in the kitchen around the island or find your space outside on the covered patio...Brand new roof, new siding, flooring throughout, windows, lighting fixtures and the list goes on. Two newer furnaces and central air units giving you efficiency of zoned heating and cooling. Outdoor covered patio for the cookouts or just relaxing overlooking the private yard. This is definitely a must see.

108 N Washington Street, Deerfield

Listing courtesy of Best Realty of Edgerton.

W9806 Deerfield Avenue, Deerfield
$299,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Enjoy the lake lifestyle without the lakefront price tag! This charming 2-bed, 1-bath home offers deeded access to Upper White River Mill Pond, just a short walk down the road. Inside you'll find many updates, including newer flooring. Step outside to a large backyard with a spacious deck perfect for grilling and relaxing, plus a beautiful rock fire pit for summer evenings. Upper Mill Pond offers a truly unique atmosphere where you may hear kids laughing and campfire songs drifting across the water from the nearby camp. Enjoy lake access while benefiting from off-water ownership and potentially lower taxes. A fun year-round home or weekend getaway ready for making memories!

W9806 Deerfield Avenue, Deerfield

Listing courtesy of First Weber, Inc..

304 N Atwood Lane, Deerfield
$499,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
This updated and well maintained modern two-story colonial offers the perfect blend of classic style and contemporary comfort. The spacious, functional floor plan features bright and inviting living areas with numerous updates throughout, making this home move-in ready. Generously sized bedrooms provide plenty of space for guests, or a home office. Outside, enjoy a large backyard with room for entertaining, gardening, pets, or play, plus a convenient storage shed for lawn equipment and tools. The impressive 3 car garage provides plenty of space for toys, storage, and or a workshop. With its modern updates, traditional colonial charm, spacious lot, and exceptional garage space, this home offers all the features of today's homes. Located a short distance from schools!

304 N Atwood Lane, Deerfield

Listing courtesy of NextHome Midwest.

232 W Nelson Street, Deerfield
$519,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
New Construction - Move in Now! Discover this stunning Adams model home in the Savannah Parkway community of Deerfield?a thoughtfully designed 4-bedroom, 2.5-bath home offering 2,172 square feet of stylish, functional living space with 9? basement walls. Situated on a spacious .22-acre lot, this home features a 3-car garage with 8? garage doors, upgraded finishes throughout, and an electric fireplace. Enjoy modern touches like quartz countertops, durable LVP flooring in the main living areas, and LVT in the bathrooms, combining beauty with everyday practicality. This move-in ready home blends comfort, quality, and design? making it the perfect place to start your next chapter.

232 W Nelson Street, Deerfield

Listing courtesy of Loos Custom Homes.

16 Legreid Street, Deerfield
$339,900
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Enjoy touches of the past while having the peace of mind of the many updates featured in this lovingly maintained home in the heart of Deerfield! Adorable 3-season porch opens into the foyer with open stairway, charming woodwork and convenient coat closet. New LVP flooring throughout main level. Updated kitchen with Drexel oak cabinets, built in wine rack, granite countertops and stainless sink/appliances. Pass thru from kitchen to formal dining room with wainscoting. Large living room with built-ins and knotty pine accents. Convenient main level powder room. Upper level features three bedrooms and full bath. Fully fenced yard gives the feeling of privacy for you to enjoy the firepit area or included hot tub. Newer 2-car detached garage, meticulously crafted retaining walls and beautiful landscaping bring the finishing touches! Updated electrical. New windows in 2022. New roof and gutters in 2018 with warranty transferrable to new buyer. UHP Home Warranty included for peace of mind!

16 Legreid Street, Deerfield

Listing courtesy of Stark Company, REALTORS.

249 Whitetail Lane Unit 22, 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.

253 Whitetail Lane Unit 21, Deerfield
$427,000
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.

253 Whitetail Lane Unit 21, Deerfield

Listing courtesy of Real Broker LLC.

261 Whitetail Lane Unit 19, Deerfield
$430,000
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.

265 Whitetail Lane Unit 18, Deerfield
$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.

269 Whitetail Lane Unit 17, Deerfield
$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.

221 Whitetail Lane Unit 29, Deerfield
$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.

226 Whitetail Lane Unit 8, Deerfield
$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.

3613 County O Road, Deerfield
$325,000
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.

217 Whitetail Lane Unit 30, Deerfield
$457,900
2 Beds ⋅ 2.5 Baths ⋅ 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 Lane Unit 30, Deerfield

Listing courtesy of Real Broker LLC.

222 Whitetail Lane Unit 7, Deerfield
$430,000
3 Beds ⋅ 2.5 Baths ⋅ 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 Lane Unit 7, Deerfield

Listing courtesy of Real Broker LLC.

402-404 S Main Street, Deerfield
$348,500
ACTIVE Status
Check out this duplex with a 3 AND 4 bedroom unit both with 1.5 baths! Nearly everything has been re-done/updated/replaced. Brand new roof, new windows, new electrical, new kitchen cabs & tops and appliances, new bathrooms, new flooring & more! Both units are vacant - perfect for owner occupy & you get to pick you renter(s)! Estimated rents based on size of units & lack of available inventory in area. Big basement with separate laundry hook-ups. Plenty of off street parking and big yard. Great opportunity to start or add to your portfolio.

402-404 S Main Street, Deerfield

Listing courtesy of EXP Realty, LLC.

W11530 County Road C, Deerfield
$299,900
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Discover the perfect blend of country charm and opportunity with this spacious two-story brick home nestled on 13.9 scenic acres in the heart of Hancock. Featuring 5 bedrooms, 2 full bathrooms, and over 2,500 square feet of living space, this home offers plenty of room for family, guests, or a home office. Beautiful hardwood floors add warmth and character throughout, while replacement windows provide improved efficiency and natural light. Outside, you'll find ample space to enjoy nature, start a hobby farm, hunt, garden, or simply relax and take in the peaceful surroundings. A detached garage offers additional storage and workspace. Whether you're looking for a full-time residence, country retreat, or property with room to grow, this unique acreage offers endless possibilities in a quiet

W11530 County Road C, Deerfield

Listing courtesy of First Weber, Inc..

W10199 Bighorn Lane, Deerfield
$550,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Welcome to this spacious 5-bedroom lakefront home on Marl Lake! Set on 1.81 acres, 66 ft frontage, this property offers stunning water views, peaceful surroundings, and space to enjoy nature. Inside, you'll find a generously sized kitchen with abundant cabinetry and expansive counter space, perfect for everyday living and entertaining. The lower level features a large rec room with a walkout to the backyard and easy access to the lake, creating the ideal space for R&R. Two detached garages provide exceptional storage for vehicles, boats, lake toys, and outdoor equipment. Whether you're searching for a year-round residence, vacation spot, or a place to make memories, this property combines space and comfort. Water frontage estimated by measuring GIS Map.

W10199 Bighorn Lane, Deerfield

Listing courtesy of RE/MAX Lyons Real Estate.

186 Savannah Parkway, Deerfield
$699,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Back up to green space and by the Glacial Drumlin bike trail!!! Estimated completion December 2026. Beautiful ranch home with 3 bedrooms, 2 full baths, and attached insulated and painted 3 car garage and 3 season porch with abundant natural light. Open floor plan with 9-foot ceilings and abundant natural light make this home bright and cheerful. Spacious kitchen with island, pantry, quartz countertops and your choice of electric or gas range. Primary bedroom has walk-in closet, tray ceiling, and tile shower, heated tile floors in ensuite. Home has Anderson casement windows for superior ventilation and views, and a spacious deck. Close to walking trails. Add 1,137 square feet in the partial exposure finished basement with 2 add'l bedrooms, full bath, rec room for $68,600 to make this house over 3,000sf. Add wet bar to basement for $2,900. Convert to 4-season porch for $15,000. Add garage heater for $3,100.

186 Savannah Parkway, Deerfield

Listing courtesy of Hamner Real Estate Group.

254 Whitetail Lane Unit 13, Deerfield
$435,500
3 Beds ⋅ 2.5 Baths ⋅ 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 Lane Unit 13, Deerfield

Listing courtesy of Real Broker LLC.

262 Whitetail Lane Unit 15, Deerfield
$460,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Under construction; estimated completion Nov/Dec 2026. Wow!! Your lucky day has arrived! The last expanded Black Walnut plan in Drumlin Woods is back on the market. With a wider second room on the main floor and larger closet, this is truly a 2-bedroom on the main floor. You also have wider windows for views into the woods and a screen porch facing east, this condo has it all. Every morning wake up to birds in the trees and views over the environmental corridor into the marshes to the east. Finish the lower level with two more rooms, a rec room, full bath and walk out. Call listing agent about incentives for an accepted offer by September 30th!

262 Whitetail Lane Unit 15, Deerfield

Listing courtesy of Real Broker LLC.

210 Whitetail Lane Unit 5, Deerfield
$460,500
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Vacant Site w/ Building Plan-Completion is approx 6-7 mos from start of construction. Hickory plan in a wooded setting near the Glacial Drumlin State Trail, this condo offers a rare connection to the outdoors with peaceful views into the surrounding canopy. Large windows bring in natural light, highlighting the changing seasons. The open layout creates comfortable everyday living with a calm, nature-forward feel. Enjoy convenient access to walking, biking, and year-round recreation just moments away. Whether heading to work, dining, or entertaining, the location supports easy commutes to Madison, Milwaukee, and surrounding communities. Private outdoor space extends the living experience, creating an ideal spot to relax and recharge. Take in the quiet beauty of this scenic natural setting daily. Designed for easy living with an inviting indoor-outdoor connection throughout the condo. Condo is NOT FHA warrantable. See additional docs for FAQ and floor plan details.

210 Whitetail Lane Unit 5, Deerfield

Listing courtesy of Real Broker LLC.

W10212 Hwy C, Deerfield
$599,000
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
A very generous amount of square footage with this waterfront property on the secluded and quiet Marl Lake, a 41 acre 35 foot deep clear water lake with great fishing. Motors are allowed, with a no wake ordinance. The home has 4 bedrooms, 3.5 baths on 3 levels with 3700 square feet. Open concept with a large living room, kitchen (all appliances included) and dining area. There is a formal dining area as well. The main floor also has a bedroom, half bath & access to the 2 car attached garage. A huge bonus is the upper level which has 2 very large master suites w/spacious walk-in closets. The exposed walk-out lower level is a very nice feature with this property with a large family room, the 4th bedroom and 3rd full bath, wet bar, laundry/storage room and has direct access to the garage. The walkout leads directly to the lower deck/patio & access to the steps down to the waters edge. A very nice pier system & boat house are included in the sale as well as a hot tub. Enjoy the Lake Life!

W10212 Hwy C, Deerfield

Listing courtesy of RE/MAX Preferred.

225 Whitetail Lane Unit 28, Deerfield
$419,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Black Walnut plan. You can finish the lower level with 2-bedrooms,1-full bath and rec room. *469,000-$489,000+ (*depending upon selections) = 2,224 finished SF . Welcome to the Black Walnut; a one-of-a-kind opportunity to live atop a scenic drumlin, surrounded by native oak savannah, just moments from Glacial Drumlin State Trail. Love biking, hiking, bird watching? This is your ideal home. Start mornings w/ a sunrise walk & sounds of birds calling in the marshes & wetlands. End the day on a porch, watching the sun set. Main-floor living condo offers an open-concept full of natural light?perfect for relaxing or entertaining. Enjoy zero-step entry from the garage into a convenient mudroom w/ adjacent laundry. Main bedroom has HUGE WIC closet & full bath. If you finish the LL: rec room, 2-beds & full bath w/ a patio; you'll have tons of room to entertain. Don't miss this unique opportunity. Spectrum available.

225 Whitetail Lane Unit 28, Deerfield

Listing courtesy of Real Broker LLC.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.