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$1,149,000
COMING SOON!!!

4143 N Downer Avenue Unit 4145, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$195,000
1 Beds ⋅ 1 Baths
Welcome home!! This condo has ample sunlight and gorgeous courtyard views from the ground level patio! Spacious bedroom with lots of closet space plus a flexible den for office, lounging, whatever! White kitchen with newer countertops. Bathroom with newer walk in shower. Underground parking & additional storage area. Brand new AC in 2025 for peace of mind on hot summer days! Easy location near Shorewood shops and restaurants, Oak Leaf Trail, library, and Atwater Beach and park. You will love life at Eastwood!

1906 E Shorewood Boulevard Unit 163, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$225,000
2 Beds ⋅ 2 Baths
Welcome to the peaceful and well-maintained Eastwood community, ideally located in the heart of Shorewood. This charming corner unit is filled with natural light and has been freshly painted, making it move-in ready. The spacious 2-bedroom, 2-bath layout features a split-bedroom floor plan and a versatile separate room that can be used as a walk-in closet or home office. The kitchen offers plenty of cabinet space, and a casual dining area, while the private balcony provides a relaxing outdoor retreat. Additional conveniences include one-car garage parking and a storage unit. Enjoy the serene courtyard setting, with grocery stores, parks, and schools all within walking distance.

1906 E Shorewood Boulevard Unit 265, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$995,000
4 Beds ⋅ 2.5 Baths
Timeless elegance meets modern living in this fully updated red brick center-entrance Colonial on one of Shorewood's most sought-after streets. Just steps from parks, shops, restaurants, and the farmers market, this exceptional home blends classic charm with today's modern amenities. The beautifully renovated kitchen features quartz countertops, stainless steel appliances, and opens to the inviting family room. Rare for Shorewood, you'll appreciate the 2-car attached garage, mudroom, storage room, and first-floor office. Enjoy the professionally landscaped, fully fenced back yard with a stunning bluestone patio. The finished lower level offers additional living space complete with a shower and sauna. A truly exceptional home in an unbeatable location.

4400 N Wildwood Avenue, Shorewood

Listing courtesy of Shorewest Realtors, Inc..

$475,000
3 Beds ⋅ 2 Baths
Rare opportunity to own a charming Shorewood bungalow featuring a spacious upper-level primary suite with its own private full bath, creating the perfect retreat. The main level offers comfortable living spaces, additional bedrooms, and a second full bath for added convenience. Filled with natural light and classic character, this home showcases hardwood floors, flexible living areas, and a functional layout designed for today's lifestyle. Enjoy a private backyard, detached 2-car garage, and an unbeatable location near schools, parks, shops, restaurants, Lake Michigan, and downtown Milwaukee. Exceptional value in one of Milwaukee's most sought-after communities.

3929 N Maryland Avenue, Shorewood

Listing courtesy of Infinity Realty.

$579,000
4 Beds ⋅ 1.5 Baths
This nicely-updated and well-maintained Colonial is a short walk from everything. Walk to Atwater Beach, the library, the grocery store, dinner, cocktails, all the action on Oakland Avenue or Capitol Drive and situated among some of the prettiest houses in town. Vestibule entry, refinished hardwood floors throughout, tile kitchen with solid surface counters and outdoor connection, natural fireplace, sunroom, 4 bedrooms all on floor 2 with a stunning and spacious limestone bathroom and a sun porch off the primary bedroom. This one has so many things to love, it's hard to name them all... replacement windows, extra-deep 2.5+ car garage, deep lot, built-ins, huge deck, fully fenced yard with gated driveway - the list just keeps going. Don't sleep on this one, it'll be gone before you know it.

4416 N Murray Avenue, Shorewood

Listing courtesy of RE/MAX Service First.

$192,000
1 Beds ⋅ 1 Baths
Welcome home to ''Smoke Free'' Eastwood Condos nestled in the heart of beautiful Shorewood. This charming updated condo will be sure to please! Serene parklike setting welcomes you to this 1BR/1Bath with 2nd room for a Den or office! Brand new carpet, flooring & fresh paint. Kitchen and bath have been updated with NEW counters, cabinets & appliances. New thermal/light block drapes! Enjoy the large private patio & greenspace. 2 Parking spaces included w/lockers! Minutes from the lake, great restaurants, Oakleaf trail & Downtown Milwaukee vibes! Rentals are permitted!

1906 E Shorewood Boulevard Unit 149, Shorewood

Listing courtesy of Century 21 Benefit Realty.

$1,300,000
5 Beds ⋅ 3.5 Baths
Set along one of Shorewood's most sought-after boulevards, this timeless Tudor seamlessly blends historic character with thoughtfully curated modern updates. Offering 5 bedrooms, 3.5 baths, and nearly 3,800 square feet, this home features a stunning chef's kitchen renovated down to the studs with custom oak cabinetry, quartzite countertops, a center island, premium Wolf and Bosch appliances, new hardwood floors, and direct garage access. Original character shines through spacious living areas, hardwood floors, skylights, and a gas fireplace. Enjoy central air, two new water heaters, refreshed baths, a fenced backyard with perennial gardens, and countless mechanical updates. Just steps from Lake Michigan, parks, schools, and Shorewood's vibrant shops and restaurants.

2726 E Shorewood Boulevard, Shorewood

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

$1,795,900
4 Beds ⋅ 3.5 Baths
Stately center entrance Colonial completely renovated throughout. Newly renovated white kitchen with 7 foot island, tile back splash, state of the art kitchen appliance package, and Kohler Fixtures. All bathrooms throughout the property have been renovated. Seller took the entire interior down to the studs and added third floor theatre room and finished lower level complete with drain tile, new electric, new plumbing, heated floors, forced air and central air, new mechanicals

2700 E Menlo Boulevard, Shorewood

Listing courtesy of Powers Realty Group.

$679,000
5 Beds ⋅ 2.5 Baths
Charming Colonial with Arts & Crafts flair on coveted Menlo Blvd! The beautifully updated main level features a stunning new kitchen, breakfast room, and mudroom, while the remaining rooms have been lovingly restored to preserve their original character. Gleaming hardwood floors, beautiful stained-glass windows, two natural fireplaces, a wide staircase, and charming architectural details throughout. Upstairs offers 5 bedrooms and 2 full baths. Finished lower-level rec room with a working fireplace adds extra living space. Situated on a large, deep corner lot with a detached 2.5-car garage overlooking the boulevard. A rare blend of timeless charm and modern updates!

2524 E Menlo Boulevard, Shorewood

Listing courtesy of Shorewest Realtors, Inc..

$350,000
Rare opportunity in the heart of Shorewood! This well-maintained duplex is ideal for both investors and owner-occupants. The lower unit features original details like hardwood floors and stained glass, along with modern conveniences such as central air and a dishwasher. Enjoy the charming front porch, 2-car garage with additional driveway parking, and a private backyard perfect for relaxing or entertaining. The private washers & dryers in the basement and newer windows throughout are welcome perks. A fantastic opportunity to build equity, generate rental income, or expand your investment portfolio in a highly desirable location. Schedule your showing today!

1615 E Beverly Road Unit 1615A, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$449,900
Exceptional Shorewood duplex offering a fantastic opportunity for investors and owner-occupants alike! Situated on an oversized lot with mature trees, this classic property features a timeless brick facade, abundant natural light through massive windows, and formal dining rooms with beautiful built-ins. Each unit includes its own washer and dryer hook-up in the basement, adding everyday convenience. A 2-car garage plus a parking slab for two additional vehicles provides ample off-street parking. Enjoy charm, plenty of space, and incredible potential in a highly desirable location. Schedule your showing today!

4409 N Sheffield Avenue Unit 4411, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$500,000
4 Beds ⋅ 1.5 Baths
Charming center-entrance Colonial awaits the next steward of this beautifully maintained home. The light-filled living room features a cozy wood-burning fireplace, while the gracious dining room showcases a built-in buffet that's perfect for entertaining. The remodeled eat-in kitchen boasts custom cabinetry with beautiful finishes, and a cozy main-floor den or home office adds flexible living space.Upstairs, you'll find four spacious bedrooms and a full bath featuring a tub, separate shower stall, and a generous vanity. Step outside to enjoy the beautifully landscaped backyard and the charm of a tree-lined street.Ideally located, this home offers the best of Shorewood living with easy access to Estabrook Park, the Oak Leaf Trail, and is just an 8-minute bike ride to Atwater Park and th

4315 N Alpine Avenue, Shorewood

Listing courtesy of First Weber Inc -NPW.

$475,000
Great opportunity to owner-occupy or invest in highly desirable Shorewood! This charming duplex features two spacious 2BR units, each with a large living room, built-in cabinets, and abundant natural light. A newly poured front porch and walkway create a welcoming entrance and a great spot to relax and enjoy summer evenings. Ideally situated between Estabrook Parkway and Oakland Avenue, you'll have easy access to the farmer's market, schools, grocery stores, the Oak Leaf Trail, and so much more.

4112 N Woodburn Street Unit 4114, Shorewood

Listing courtesy of Shorewest Realtors, Inc..

$499,000
3 Beds ⋅ 2.5 Baths
Nestled in the desirable, walkable community of Shorewood, this beautifully renovated 3-bedroom, 2-bath home offers 1,788 sq. ft. of thoughtfully designed living space. Just a block from Whitefish Bay, this home provides the perfect balance of tranquility and convenience, with shops, restaurants, and stores just a short stroll away. Inside, you'll find a warm and inviting atmosphere featuring a gas fireplace, perfect for cozy evenings. The recent renovations blend modern style with classic charm, ensuring a move-in-ready experience. Whether you're looking for a peaceful retreat or a vibrant community to call home, this property is an exceptional find.

1500 E Kensington Boulevard, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$699,900
3 Beds ⋅ 2.5 Baths
Welcome home to this beautifully updated Tudor in the heart of Shorewood. This 3-bedroom, 2.5-bath home blends timeless charm with modern updates, featuring a bright kitchen with a center island, abundant natural light, and a functional layout perfect for everyday living and entertaining.The finished lower level offers additional living space with a recreation room, full bath, flex room, bar area, and laundry. Outside, enjoy a private backyard, detached two-car garage, and a prime location just steps from schools, parks, shops, restaurants, and entertainment.A perfect blend of classic architecture, modern comfort, and an unbeatable Shorewood location.

4314 N Ardmore Avenue, Shorewood

Listing courtesy of Compass RE WI-Tosa.

$359,500
3 Beds ⋅ 1 Baths
Price improved, this Shorewood home just got even better! If you have been waiting for an opportunity to make Shorewood your home, stop by and tour this beautiful property. It is ideally situated just steps from Lake Bluff Elementary School, neighborhood parks, local shops, restaurants, and the Oak Leaf Trail. Offered for the first time in over 50 years, this home is filled with classic character, abundant natural light, hardwood floors, and timeless appeal. Don't miss this opportunity to become part of one of Shorewood's most sought-after neighborhoods. New furnace (Dec. 2025), water heater (Jan 2026), and updated exterior doors and windows for added peace of mind. Room sizes have not been verified.

1406 E Kensington Boulevard, Shorewood

Listing courtesy of EXIT Realty HGM.

$475,000
3 Beds ⋅ 1.5 Baths
Welcome home to this beautiful 3-bedroom colonial in the Village of Shorewood. Boasting wood floors and LVP throughout, a den with gas fireplace, finished basement rec room, custom large kitchen cabinets, exterior hot tub, and a spacious 2.5 car garage with parking slab adjacent. Updates and features include (2026) professionally poured concrete walkway, chimney tuckpointing and new cement caps (2025) painted exterior, LVP flooring (2022) roof tear off, hot water heater, furnace, central a/c, double osmosis water and lead filter. Walking distance to the Milwaukee River Greenway, the Milwaukee River, and the Oak Leaf Trail. A short drive to shops and restaurants in Shorewood.

4315 N Wildwood Avenue, Shorewood

Listing courtesy of Century 21 Benefit Realty.

$535,000
Large Shorewood duplex in a prime location near restaurants, Lake Michigan, Oakland Ave shopping, Atwater Elementary, UWM, churches, the Shorewood library, Atwater Park, and the beach. Spacious floor plans showcase exceptional original character, including rich hardwood floors and millwork, leaded-glass built-ins, hardwood paneled walls, many replacement windows, and timeless architectural details rarely found outside the finest homes of this era. The walk-up attic offers exciting potential for future finished living space, including two additional bedrooms. Alley access to a 3-car garage.

3932 N Maryland Avenue Unit 3934, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$529,900
Charming Shorewood duplex featuring a rare upper unit with impressive vaulted ceilings, creating a bright, open living space seldom found in duplex properties. Both units are filled with timeless character and architectural detail including arched windows, doorways, cove ceilings, and built-in china cabinets. The upper unit has an open concept with rear airing porch, creating a bright and inviting living space. A finished room in the basement provides additional flexible space for a home office, hobby room, or storage. Additional update includes a brand-new water heater and freshly painted upper unit. Located on a quiet tree-lined street near schools, parks, shops, restaurants, and all that Shorewood has to offer! Excellent opportunity for owner-occupant or investors!

4116 N Woodburn Street Unit 4118, Shorewood

Listing courtesy of Real Broker Milwaukee.

$1,200,000
Unique stand alone retail/office building Ideal for owner/user occupant Newer ADA wheelchair lift in place Convenient Oak Leaf trail access

4121 N Wilson Drive, Shorewood

Listing courtesy of Inland Real Estate Partners, LLC.

$550,000
Rare opportunity to own a classic brick duplex in sought-after Shorewood, just five blocks from the shoresof Lake Michigan. Owner-occupied and maintained for the past 45 years, this property features twospacious units, each offering 3 beds and 1 bath. Timeless architectural details include hardwood floors,original hardware, beautiful woodwork, built-ins, rounded doorways and windows, and charming artificialfireplaces. Located in a top-rated school district and close to parks, shopping, dining, and the lakefront, thisproperty offers an exceptional blend of location, character, and value. While some cosmetic updates couldenhance its appeal, the possibilities are endless for an owner-occupant, investor, or preservation enthusiastlooking to restore and elevate a Shorewood classic

2012 E Newton Avenue Unit 2014, Shorewood

Listing courtesy of Shorewest Realtors, Inc..

$170,000
1 Beds ⋅ 1 Baths
1+ bedroom condo in the village of Shorewood that is ready for immediate occupancy! Spacious bedroom, living area, eating area, plus office/extra sleeping space! In great building with security, elevator, underground parking, in unit laundry, water bill included. Kitchen includes appliances, lots of nice updates. Close to so many walkable spots. Don't miss out, call today!

3838 N Oakland Avenue Unit 274, Shorewood

Listing courtesy of Shorewest Realtors - South Metro.

$674,900
5 Beds ⋅ 3 Baths
Nestled in the heart of highly sought after Shorewood, this charming 4+ bedroom, 3 full bath home blends timeless character with modern comfort. Thoughtfully decorated and move in ready, it features newer appliances, inviting living spaces, and a beautifully finished lower level rec room, perfect for movie nights, game days, or entertaining guests. Enjoy the unbeatable location just moments from schools, parks, the Oak Leaf Trail, grocery stores, coffee shops, and Lake Michigan. A rare Shorewood gem where convenience, style, and warmth all live under one roof.

4350 N Woodburn Street, Shorewood

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

$575,000
4 Beds ⋅ 1.5 Baths
From the charming facade to the practical interior this home is sure to delight! Formal LR overlooks enviable 4400 block of Maryland Ave. Built in LR shelves hold your favorite books to read by the fireplace. Spacious dining room w/ built in cabinets is ready to entertain. Beyond the DR is bonus space (coffee bar-Breakfast nook-mudroom?) then kitchen and powder room. A snug family room rounds out the main level. Upstairs hallway with window seat awaits your gallery wall. 4 bedrooms and bath offer room for everyone and work from home. Hardwood floors and 1920's details sprinkled throughout. Basement has tall ceilings to accommodate your ideas. Embrace the walkable community of Shorewood and 1 car garage or expand to the spacious rear of this home. Welcome home to 4441 Maryland!

4441 N Maryland Avenue, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$209,900
2 Beds ⋅ 2 Baths
Welcome to Eastwood! Enjoy a nice two bedroom, two bath condo with den! Features split bedroom floor plan and primary bedroom with ensuite full bath and walk-in shower. Includes a larger kitchen with plenty of counter an cabinet space. The large terrace is wonderful place relax. One car garage parking and storage unit are included. A pretty courtyard with fountain provide a serene setting. Conveniently located in the heart of Shorewood - close to grocery, schools, and shops.

1906 E Shorewood Boulevard Unit 259, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore.

$464,500
Exceptional all-brick duplex in highly desirable Shorewood near top-rated schools, shopping, parks, and dining. Both units feature oversized bedrooms with spacious primary suites, walk-in closets, bright living/dining areas, refinished hardwood floors, fresh neutral paint, & charming vintage bath tile. Both baths include Bath Fitter tubs w/ transferable lifetime warranties. Upper unit offers a stunning new kitchen w/ quartz countertops, stainless appliances, & pantry. Enjoy private balcony, blue slate foyer, huge storage areas, laundry chutes, separate utilities, central air, new windows, & dry finishable basement with glass block windows, lockers, & dual laundry hookups. Major updates include roof/gutters (2020), tuckpointing (2025), EV charger, perennial landscaping, & 2.5-car garage.

4022 N Newhall Street Unit 4024, Shorewood

Listing courtesy of Berkshire Hathaway HomeServices Sophia Barry Realty Group.

$225,000
2 Beds ⋅ 2 Baths
Ready to move in lightly updated 2br 2 bath condo in Shorewood. Perfect opportunity to move right in and build your own equity. Great location near retail and not far from Lake Michigan.

3838 N Oakland Avenue Unit 275, Shorewood

Listing courtesy of Modern MilwauKey Real Estate LLC.

$750,000
If you're searching for the needle in the haystack, let me help you find it! Out of approximately 850 duplexes in the Shorewood area, roughly 20 with this layout exist! This beautiful, all brick, Georgian Revival is a side by side townhouse that features 3 beds, 1.5 baths and private basements with laundry! A RARE FIND INDEED! Features in both units include immaculate hardwood flooring throughout, linear wood ceilings, newer appliances, A/C installed in last 6 years, radiant heat, a private back patio and sump and drain tile addition. Location is undeniable! Close to Shorewood schools, just blocks off Oakland Ave and minutes from the beer garden at Estabrook Park. This is truly, a rare find!

4119 N Woodburn Street Unit 4121, Shorewood

Listing courtesy of Milwaukee Executive Realty, LLC.

$399,900
Tired of the common upper/lower duplex layout? Message received! This RARE side by side Shorewood duplex is ready for you! Each unit contains 2 bedrooms and 1 bathroom- both located upstairs. The main floor is complete with living & dining rooms and kitchen. Plenty of space to relax, entertain and even WFH. The basement is divided so each unit has private storage and laundry. Other key features are the private driveway, backyard and private garage that has an additional storage unit attached. Location is everything & this one can't be beat- quick access to Oakland Ave amenities, Hubbard and Estabrook Park and just minutes from Lake Michigan and/or Downtown MKE.

4108 N Bartlett Avenue Unit 4110, Shorewood

Listing courtesy of Shorewest Realtors, Inc..

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