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W287N990 Bedouin Ct, Delafield
$999,500
4 Beds ⋅ 3 Baths
Welcome to Shepard's Pass! Gorgeous custom Ranch on a private Cul-de-sac! 4 bedrooms, 3.5 baths, 3.5 car garage. Approx 3780 ft. of quality finishes and design. Open concept split bedroom floor plan with full walkout lower level. Craftsmen style and numerous updates. Foyer opens to Great RM w/ GFP, HWF's and fantastic views. Gourmet Kitchen w/ Island, Snack bar, Granite, Pantry, SS appliances and opens to huge Dining Rm w/ Vaulted ceilings. Four Seasons Rm is wrapped in windows w/ panoramic views of the manicured landscape, waterfall and Pond! Primary Suite w/ WIC and Spa like bath and Walk in SS. Large main Mud Rm/ Laundry plus Den/Office and 2 more Bed Rm's w/ bath. Lower level offers Game Rm, Rec Rm w/ 2nd GFP, Walk up bar, 4th Br, 3rd Bath. Huge basement storage! Kettle Moraine School

W287N990 Bedouin Ct, Delafield

Listing courtesy of First Weber Inc - Brookfield. Selling Office: Compass RE WI-Tosa.

W289N3344 Lost Creek Ct, Delafield
$975,000
3 Beds ⋅ 2 Baths
Magazine worthy, colonial home designed for both entertaining and everyday family living. The stunning kitchen features quartz countertops, a large farmhouse-style Kohler sink, spacious/expandable island, breakfast bar, and a dedicated coffee/beverage bar-perfect for hosting. A generous butler's pantry w/ prep space and main floor laundry adds convenience and functionality. Sun-filled living spaces include a bright sunroom w/ expansive windows and a large dining area ideal for entertaining. Thoughtful updates throughout include new lighting, Bazaar custom window treatments, custom millwork/wainscoting, natural HWF, and solid 6-panel doors. Enjoy cozy evenings by one of two fireplaces. Finished LL offers additional living space with a dry bar, wine cellar, and flex room. Private Backyard.

W289N3344 Lost Creek Ct, Delafield

Listing courtesy of Keller Williams Realty-Lake Country. Selling Office: Realty Executives Integrity~Brookfield.

103 Birch Rd, Delafield
$950,000
4 Beds ⋅ 2 Baths
Beautifully updated and impeccably maintained. Exceptional 4BR, 2.5BA home in sought-after Valley Road Place. At its heart is a stunning, fully remodeled KIT, with Thermador appliances. Thoughtful renovations continue with a beautifully redesigned back hall featuring a functional drop zone, and an elegant main-floor laundry room. Upper level features 4 BRs with the primary suite & luxurious BA complete with dual vanities, soaking tub, and spacious walk-in shower. Partially finished LL offers rec area w/dry bar and large home gym. Step outside to your own private retreat where lush landscaping surrounds an expansive deck and an incredible 16x16 gazebo. Equipped with supplemental heat and large TV, this inviting outdoor living space is ready to host everything.

103 Birch Rd, Delafield

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: Compass RE WI-Northshore.

N7W29615 Thames Ct, Delafield
$950,000
4 Beds ⋅ 3 Baths
Rare Dover Bay offering! Set on 5.2 acres, this charming hobby farm blends an animal lover's lifestyle with the convenience of neighborhood living. The 3,200+ SF home offers 4 bedrooms and 3 full baths with flexible living spaces throughout. The main level features a bright living room with large picture windows, a stone natural fireplace and Brazilian cherry hardwood floors. The kitchen includes granite countertops, a sunny dining area and access to a brand-new back deck. Added in 2007, the primary suite offers a gas fireplace, walk-in closet, and ensuite. The lower level provides multiple versatile living areas, a full bath, screened porch, and attached deep 2-car garage. Rebuilt in 02', the barn includes 4 stalls with rubber mats, Dutch doors, heated tack room and 30x33 storage space.

N7W29615 Thames Ct, Delafield

Listing courtesy of Keller Williams Realty-Lake Country. Selling Office: Shorewest Realtors, Inc..

165 Hickory Dr, Delafield
$930,000
5 Beds ⋅ 4 Baths
Welcome to the heart of Lake Country. This well-maintained colonial blends classic charm with thoughtful updates, including fiber cement siding, fresh paint, and well-preserved cedar shake. Enjoy a greenhouse with electric & water, Generac generator, zoned heating, water filtration system, heated tile laundry with washer/dryer, Mitsubishi split-zone AC/heat in the pool house, automatic pool cover, pool table, and safe. Outside you'll find a huge patio and fully fenced park-like backyard, plus new gutter guards. Walk to Cushing Park with quick access to Downtown Delafield, the Lake Country Trail, and Nemahbin/Nagawicka Lakes. Comfort, convenience, and Lake Country living.

165 Hickory Dr, Delafield

Listing courtesy of TMT Real Estate Professionals. Selling Office: Patrick Bolger Realty Group.

W292N3296 Summerhill Rd, Delafield
$925,000
4 Beds ⋅ 3 Baths
Simply stunning ''Kingsway'' custom-built estate set on nearly an acre of meticulously manicured grounds with over $200,000 of updates. This exceptional 4BR, 2 full & 2 half bath home blends refined elegance w/ modern comfort. A grand foyer leads to a sophisticated DR with butler's pantry. The updated chef's KIT features newer appliances, a generous island, & gleaming HWF's, flowing into an inviting great room anchored by a dramatic stone gas FP.A private office w/ vaulted shiplap ceilings offers a serene work-from-home retreat. The upstairs hosts 4 spacious BR's including a luxurious primary suite w/ an updated tiled bath & newer shower. The fin LL is designed for entertaining w/ a 2nd fireplace, bar area, & space for a home gym. Outdoor shines w/ dual pergolas. Steps from Pewaukee Lake.

W292N3296 Summerhill Rd, Delafield

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: First Weber Inc - Waukesha.

237 Hickory Dr, Delafield
$898,000
5 Beds ⋅ 2 Baths
Timeless elegance and modern comfort come together in this beautifully updated Colonial. The stunning kitchen is the heart of the home, featuring a large center island, stainless appliances, bar area and sun-filled dining space overlooking the private wooded backyard. It flows seamlessly into the family room with a striking stone fireplace, while French doors open to the formal living room and the spacious dining room is ideal for entertaining. Upstairs, the primary suite boasts vaulted beamed ceilings, a walk-in closet and a beautifully remodeled spa-like bath. Four additional bedrooms offer flexibility, including one perfect for a home office. The finished lower level adds a large rec room and exercise area. Outside, enjoy a beautiful stone patio, built-in fire pit and peaceful retreat.

237 Hickory Dr, Delafield

Listing courtesy of First Weber Inc - Delafield. Selling Office: Redefined Realty Advisors LLC.

W284N3580 Old North Shore Dr, Delafield
$877,000
4 Beds ⋅ 2 Baths
Approximately 4 acres in the Town of Delafield, this well-maintained 4BR, 2.5BA home offers space, character and exceptional garage capacity. A 2.5 car attached garage and an impressive detached brick garage, ideal for vehicles, hobbies, storage or workshop space. Inside, enjoy warm natural woodwork, a brick natural fireplace, generous living areas and additional finished space in the lower level. Newer roof and updated mechanicals add peace of mind. Outside, beautiful gardens, mature landscaping, garden shed & expansive open acreage create a wonderful setting with room to relax, garden and enjoy the outdoors. Conveniently located in the heart of Lake Country near Delafield, Pewaukee, lakes, recreation, shopping and dining. Must see this property in person to appreciate its beauty!

W284N3580 Old North Shore Dr, Delafield

Listing courtesy of Arkenstone Real Estate Experts. Selling Office: Lannon Stone Realty LLC.

493 Lillian Ct, Delafield
$860,000
4 Beds ⋅ 3 Baths
Beautiful 3,046 sq. ft. ranch set on 2.64 wooded acres bordering Lapham Peak State Park. This inviting home offers a finished walkout lower level and an open-concept main floor designed for comfortable everyday living and entertaining. Kitchen with updated cabinetry and sunny dinette opens to the great room with natural fireplace. Multiple outdoor living spaces showcase peaceful views of the surrounding woods and nature, creating a private retreat in an exceptional location. Just minutes to downtown Delafield's shops, restaurants and attractions, while still surrounded by natural beauty. Located in the highly regarded Kettle Moraine School District, this property offers the perfect combination of privacy, recreation and convenience. New roof and so much more!

493 Lillian Ct, Delafield

Listing courtesy of First Weber Inc - Delafield. Selling Office: M3 Realty.

1603 Milwaukee St, Delafield
$850,000
2 Beds ⋅ 1 Baths
This unique, centrally located property offers an incredible opportunity to build your dream home on Nagawicka Lake, complete with an existing boathouse. Interior of the boathouse has an updated, durable concrete & wood interior in excellent condition with a motorized winch & rail system extending into the water, making storing & accessing your boat effortless. Enjoy 50 ft. of pristine, swimmable, clear water frontage perfectly situated for breathtaking sunrises and sunsets. Property offers low-maintenance lawn care. Few homes on Nagawicka that have such a perfect location - just a short walk into downtown Delafield, steps away from Fishbones restaurant and the Lake Country Trail, minutes to I-94 making a commute to Milwaukee only 30 minutes. Boat over to the new Commodore restaurant!

1603 Milwaukee St, Delafield

Listing courtesy of The Real Estate Company Lake & Country. Selling Office: Realty Executives - Integrity.

N27W30818 Golf Hills Dr, Delafield
$835,000
5 Beds ⋅ 3 Baths
Welcome to Kettle Moraine Estates! This exceptional Town of Delafield ranch offers the perfect blend of space, privacy, and flexibility in the highly sought-after Arrowhead School District. With an additional lot included, this property offers a rare opportunity for extra privacy, future possibilities, or simply room to enjoy the outdoors. The sprawling ranch features 3,456 square feet of living space, with generously sized rooms and an inviting layout that provides plenty of space to gather, relax, and entertain. The versatile floor plan could be ideal for a mother-in-law suite, extended family, guests, or those looking for one-level living with room to spread out. A dedicated office provides the perfect space for working from home. Outside, enjoy a large yard and private backyard!

N27W30818 Golf Hills Dr, Delafield

Listing courtesy of Keller Williams Realty-Lake Country. Selling Office: Coldwell Banker Realty.

W291N3363 Summerhill Rd, Delafield
$835,000
4 Beds ⋅ 2 Baths
Beautiful 4-bedroom, original owner home in the heart of the highly desirable Lake Country area is ready for its new owner! This inviting residence features an open-concept kitchen and family room, ideal for both everyday living and entertaining. A grand two-story foyer welcomes you and leads to a formal dining room, elegant living room, and a charming sunken sunroom filled with natural light. Situated on nearly an acre, the property offers exceptional space and privacy, enhanced by expansive surrounding common areas. Located within the sought-after Arrowhead School District, this home combines comfort, style, and an unbeatable setting. Recent updates include: A/C (2023), H20 Heater (2025), Carpet (2026), Interior Paint (2026) This home won't last long - hurry make it your home to

W291N3363 Summerhill Rd, Delafield

Listing courtesy of Realty Executives - Integrity. Selling Office: LPT Realty.

W318N1050 Huckleberry Way, Delafield
$815,000
4 Beds ⋅ 3 Baths
Exceptional home in the heart of Lake Country offering the perfect blend of convenience and privacy! Enjoy an amazing location with easy access to shopping, top-rated schools, restaurants, and more, all while nestled on a beautiful park-like setting. The open-concept design features spacious rooms, soaring ceilings, hardwood flooring, and outstanding spaces for entertaining. The incredible kitchen boasts stainless steel appliances and flows seamlessly into the main living areas. A rare floor plan includes two primary suites, providing flexibility for guests or multigenerational living. Updated baths, plus a new roof and gutters, add lasting value and peace of mind. A truly special property in an unbeatable location!

W318N1050 Huckleberry Way, Delafield

Listing courtesy of First Weber Inc - Delafield. Selling Office: First Weber Inc - Brookfield.

3519 Nagawicka Rd, Delafield
$813,500
3 Beds ⋅ 2 Baths
Looking for the perfect blend of nature, privacy, and convenience? You'll find it in this fantastic 3-bedroom, 2-bath, 2.5 car Garage Home set on over 1.5 private acres with 115 feet of Bark River frontage. Tucked into a beautiful tree-lined setting, this property features a private pier and direct access to Nagawicka Lake. Inside, the home is bright, warm, & inviting, highlighted by a two-story great room w/cozy gas fireplace & a stunning wall of windows. The spacious kitchen, family room, rec room, main-floor laundry, & private primary suite w/bath offer comfortable living & plenty of room. Step outside to enjoy the peaceful setting, spacious deck, & firepit. With Nagawicka Lake moments away, plus nearby trails, parks, & recreation, outdoor this is a must see home!

3519 Nagawicka Rd, Delafield

Listing courtesy of Henry Real Estate Company, LLC. Selling Office: Coldwell Banker Realty.

N6W31264 Alberta Dr, Delafield
$805,000
3 Beds ⋅ 2 Baths
This Beautifully updated and lovingly maintained Colonial is tucked into a park like setting and will impress you at every turn. You'll enjoy the well appointed Kitchen which opens to the Great RM with a GFP, and patio doors which lead to the expansive deck. There is also a formal Dining RM and XL Den/Office area. The spacious Master BR offers a large WIC and a newly refinished ensuite with DBL Vanity, walk-in shower and separate soaking Tub. The walkout lower level Family Living Center offers a fabulous Rec RM, an additional Den with a spacious WIC, pantry area, plus a 14x14 room that is stubbed for another Full Bath. You also find a 2.5 car attached Garage and a 32x30, fully insulated, 2-Story detached Garage with hydronic heated floors and a upper finished area for additional storage!

N6W31264 Alberta Dr, Delafield

Listing courtesy of Realty Executives - Integrity. Selling Office: ERA MyPro Realty.

W318N377 Whitetail Run, Delafield
$805,000
3 Beds ⋅ 3 Baths
Beautifully updated home offering the perfect blend of comfort, style, and entertaining space! The stunning kitchen is the heart of the home and flows into the formal dining room, cozy great room, and separate living room. The four-season sunroom provides the perfect office, reading nook, or relaxation space. Upstairs, the primary suite features a gorgeous remodeled bath with heated floors, tiled shower, and double vanity. Two additional bedrooms and an updated full bath complete the upper level. The finished lower-level rec room offers additional living space. Step outside to your own private backyard retreat featuring an in-ground pool, multiple deck areas, and a tiki bar- perfect for summer gatherings or relaxing weekends at home. A true staycation property you'll love year-round!

W318N377 Whitetail Run, Delafield

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: EXP Realty, LLC~MKE.

W305N2373 Maple Ave, Delafield
$800,000
3 Beds ⋅ 3 Baths
In the heart of Lake Country, this exceptional 3BR, 3.5BA home rests on over an acre of wooded grounds in the prestigious Arrowhead School District. A desirable open layout showcases maple hardwood floors, solid wood doors, & a dramatic 2-story river rock fireplace. The remodeled primary ensuite offers a spa-inspired retreat w/ heated floors & soaking tub. The LL features a rec room, full bath, den (4th BR potential), and an infrared sauna. Outdoors, enjoy a park-like setting w/ mature trees, stamped concrete patio, & firepit. Practical luxury abounds with an oversized, heated 3-car garage w/ epoxy floors & EV charger, plus detached garage. Just a short stroll to Pewaukee Lake boat launch, & Naga-Waukee's Golf Course & trail network, this stunning home offers low taxes in a prime location.

W305N2373 Maple Ave, Delafield

Listing courtesy of Mahler Sothebey's International Realty-Lake Country. Selling Office: Shorewest Realtors, Inc..

W291N4273 Prairie Wind Cir N, Delafield
$795,000
3 Beds ⋅ 2 Baths
Once in a while, a special property like this hits the market. Since 2003, this home has been meticulously cared for by the original owners and now it's ready for you to move in and enjoy. Enter into the welcoming foyer which opens to the living area with tall ceilings and fireplace. Dining room offers backlit crown molding and lots of natural light. The bright kitchen includes the appliances and has a breakfast room overlooking the backyard with mature landscaping and fenced area. Huge primary suite on main level has dual closets and spa like private bath. Upstairs you'll find 2 more nice sized bedrooms, and a den/office perfect for your home office. The unfinished partially exposed lower level is a blank slate for your future rec room ideas. Low taxes, Arrowhead Schools. Welcome home!

W291N4273 Prairie Wind Cir N, Delafield

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: Abundance Real Estate.

1722 Journeys Dr, Delafield
$780,000
4 Beds ⋅ 3 Baths
Discover lakeside living in this stunning 4-bedroom, 3-bathroom condo on the shores of Nagawicka Lake. This spacious home effortlessly combines comfort, style, & the charm of lakefront living. Unwind on the inviting, covered front porch or private and peaceful spacious deck. Inside, you'll find generous living space, including a finished lower level ideal for entertaining or hosting guests. Enjoy fresh air from your own private outdoor areas, or embrace the vibrant community amenities: a dock, new composite lakefront deck, picnic area, and even a resident-use pontoon boat - perfect for sunny summer days on the water. Whether you're starting your day with serenity or ending it with a lakeside gathering, this home truly offers the best of both worlds! New ROOF & skylights!

1722 Journeys Dr, Delafield

Listing courtesy of Keller Williams - Lake Country. Selling Office: RE/MAX Lakeside-West.

S1W31448 Hickory Hollow Ct, Delafield
$775,000
4 Beds ⋅ 3 Baths
Tucked away on a peaceful cul-de-sac in the Town of Delafield, this beautifully maintained 4BR, 3.5BA home sits on 3.44 scenic wooded acres, offering the perfect blend of privacy and convenience. With approximately 4,500 sq ft, the spacious layout features expansive living areas, oversized windows with tranquil wooded views, and an inviting flow ideal for entertaining or everyday living. Enjoy cozy evenings by either of the two fireplaces or unwind in the relaxing 3-season room surrounded by nature and wildlife. Recent updates include brand new carpet in the primary bedroom, loft, and 4th bedroom installed May 2026. Just minutes from shopping, dining, and highly rated schools, this property offers the feel of a private retreat while remaining close to everything Delafield has to offer.

S1W31448 Hickory Hollow Ct, Delafield

Listing courtesy of Minette Realty, LLC. Selling Office: Patrick Bolger Realty Group.

W304N2358 N Westwind Dr Unit 5C, Delafield
$770,000
3 Beds ⋅ 2 Baths
Don't miss out on this fabulous Pewaukee lake 3 Bedroom, 2.5 Bath, 3 car garage condo. Completely updated with your own boat slip! Be on the lake without the hassle of lawn care, snow removal or pier management. This Luxury Condo has it all ! Step into enchanted foyer, hardwood floors flow throughout, Cathedral ceilings, Gas fireplace enhances the open living room, Views of expansive green space and entertaining deck, Main floor primary will knock your socks off! Fully remodeled detailed tile WIS, heated floors, white trim and cabinetry throughout. expansive cooks kitchen, snack bar and island, cabinets galore, upper feature another remodeled bath, 2 generous size br's or 2nd br used as den/ office. Main flr laundry, Many updates throughout pride of ownership. Enjoy the 7+ acre ground

W304N2358 N Westwind Dr Unit 5C, Delafield

Listing courtesy of Coldwell Banker Realty. Selling Office: Compass RE WI-Tosa.

W292N3634 Stillmeadow Rd, Delafield
$770,000
3 Beds ⋅ 2 Baths
Experience refined living in this beautifully updated 3BR, 2.5BA home in sought-after Stillmeadow, featuring 117 acres of common space, scenic trails, and three ponds. Located in the Arrowhead School District, the home offers cathedral ceilings, rich wood accents, and a striking stone fireplace. The updated kitchen showcases modern finishes and flows seamlessly for gathering, while renovated baths provide a fresh, elevated feel. A bright sunroom opens to a new concrete patio--perfect for enjoying wildlife and nature. Main-floor primary suite, flexible living space, and spacious bedrooms. Partially exposed lower level offers future potential. Too many updates to list. See Quick Details Sheet for updates and additional information. 2 AI enhanced Photos.

W292N3634 Stillmeadow Rd, Delafield

Listing courtesy of Heritage Realty. Selling Office: Lake Country Home Realty LLC.

N16W29803 Brookstone Cir, Delafield
$760,000
4 Beds ⋅ 3 Baths
Beautiful, executive home available in the Kettle Moraine School District with low Delafield taxes. Open concept throughout the home. Large kitchen with dinette that opens to the paver block patio and grilling area and great room. Floor to ceiling fireplace in great room, 4th bdrm, den, or office off front entry. Formal dining room being used as a family rm. Two spacious bedrooms upstairs with nice sized closets. Primary bdrm has an en suite with a walk-in closet, shower and large tub. Lower level is finished with a rec room, exercise and game room. Large 3+ car garage, irrigation system on .70 acre lot. Easy access to freeway. Walking distance to Pewaukee Lake and the Lake Country Trail. Golf, boating, restaurants and shopping are very close by for your convenience. Schedule your showing!

N16W29803 Brookstone Cir, Delafield

Listing courtesy of Deb DeFere Real Estate LLC. Selling Office: Deb DeFere Real Estate LLC.

2028 Hillside Ct, Delafield
$760,000
2 Beds ⋅ 2 Baths
Set on over 2 wooded acres within the City of Delafield, this Frank Lloyd Wright-inspired ranch/multi-level home offers a one-of-a-kind living experience. Featuring 2 bdrms plus den & 2 full baths, the open-concept design is filled w/floor-to-ceiling windows that create a true treehouse feel surrounded by nature. The walkout LL opens to a massive stone patio, while the wraparound deck & expansive entertaining spaces showcase stunning wooded views. Enjoy the ultimate outdoor retreat w/ a hot tub, fireplace, firepit, & multiple gathering areas. Additional highlights include two detached garages, including one oversized 2+ car garage, along with flexible bonus space perfect for a workshop, studio, or fitness room. A truly unique property blending character, privacy, and lifestyle.

2028 Hillside Ct, Delafield

Listing courtesy of Compass RE WI-Lake Country. Selling Office: Keller Williams-MNS Wauwatosa.

W287N3838 North Shore Dr, Delafield
$760,000
4 Beds ⋅ 3 Baths
This stunning ranch is the one you've been waiting for! 4BR, 3BA, this home sits on a private, tree-lined 1.93-acre lot and delivers the perfect blend of comfort, space, and lifestyle. 12-ft vaulted ceilings and a warm natural/gas fireplace create an inviting feel, while the kitchen features an island and a breakfast bar ideal for everyday living and entertaining. The spacious primary suite includes a walk-in closet and a private bath with a jetted tub and a separate shower. The partially finished lower level adds even more living space with full-size windows, an additional bedroom, and room to relax or host. Step outside to your own backyard retreat, complete with a fenced-in inground pool, fire pit area, and private putting green. Located in Arrowhead School District!

W287N3838 North Shore Dr, Delafield

Listing courtesy of Realty Executives Integrity~Br. Selling Office: Century 21 Affiliated-Wauwatosa.

N2W29732 Blodwen Dr, Delafield
$755,000
3 Beds ⋅ 2 Baths
Tucked away on 2.55 beautifully landscaped acres, this meticulously maintained ranch offers the rare combination of location, privacy, quality, and peace of mind. Surrounded by mature trees and park-like grounds, you'll feel miles away while remaining close to everything Lake Country has to offer. The main floor features 3 bedrooms, 2 full baths, vaulted ceilings, skylights, and a fireplace with a high-efficiency Kozy Heat stove. Major updates include newer kitchen counter tops / appliances, updated primary bathroom, LP SmartSide siding, roof, windows, furnace, A/C, newly sealed driveway, landscaping, well pump, and more. Enjoy summer days by the above group pool, evenings on the Trex deck, and endless possibilities in the fenced garden. A property this cared for is truly a rare find.

N2W29732 Blodwen Dr, Delafield

Listing courtesy of Realty Executives - Integrity. Selling Office: Shorewest Realtors, Inc..

Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. 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.

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