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$465,000
4 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Opportunity knocks in the heart of Shorewood. This 4-bedroom, 2.5-bath Tudor offers approximately 2,300 square feet of living space with vaulted ceilings, a loft overlooking the living room, and timeless architectural character rarely found at this price point. Significant improvements include a new roof, upper level windows, and fence in 2021. Situated in one of Shorewood's most sought-after neighborhoods, this home presents a rare chance to renovate, customize, and build substantial equity. Detached 2.5-car garage. Property is being sold as-is and will require repairs and updates. Ideal for investors, contractors, rehabbers, or buyers seeking a rewarding project in an exceptional location.

1555 E Olive Street Street, Shorewood

Listing courtesy of Forward Realty Partners. Selling Office: .

$459,500
CLOSED Status
Located in the heart of vibrant Shorewood, this beautifully maintained two-story duplex is the perfect opportunity for investors and owner-occupants alike. Each spacious unit offers over 1,000 sq ft with 2 bedrooms, 1 full bath, living and dining areas, and large kitchens ideal for everyday living and entertaining. This gem features many updates like LVP flooring, bathroom fixtures, fresh paint, and more. Exterior includes low-maintenance vinyl siding, a newer garage built just a few years ago, a beautiful front porch, and a rear balcony. Unbeatable location minutes from University of Wisconsin-Milwaukee, coffee shops, restaurants, grocery stores, Lake Michigan beaches, and only 7 minutes to downtown Milwaukee. A turnkey opportunity in one of Milwaukee's most sought-after neighborhoods.

1705 E Newton Avenue Avenue Unit 1707, Shorewood

Listing courtesy of Coldwell Banker Realty. Selling Office: .

$457,000
CLOSED Status
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 Street Unit 4114, Shorewood

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

$455,000
3 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Welcome home to this classic cream city brick home filled with old world charm including hardwood floors, a natural fireplace, original built ins. Just moments from all that Oakland Ave has to offer. Mere blocks from Lake Bluff and Shorewood High School. Updates include: new windows and sliding door, a shower remodel, new garage door, chimney work, exterior painting and tuckpointing, new garage door just to name a few! Move in ready!

1512 E Olive Street Street, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore. Selling Office: .

$438,000
CLOSED Status
This classic Shorewood duplex sits just steps away from the corner of Oakland and Kensington, offering unmatched access to schools, coffee shops, restaurants and more. Both levels feature stunning original woodwork, original faux fireplaces, cove ceilings, and charming archways. A walk-up third floor includes a finished room plus a spacious attic--ideal for future expansion. The lower level offers laundry and storage for both tenants. This home would be a great owner occupied or investor property. Lower lease ends in August, upper lease ends in October.

4480 N Bartlett Avenue Avenue Unit 4482, Shorewood

Listing courtesy of Corcoran Realty & Co. Selling Office: .

$434,000
CLOSED Status
Fantastic Shorewood duplex in a prime location just off Oakland and Capitol. Each unit offers 2 bedrooms and 1 full bath with bright, inviting spaces filled with natural light. The layout is comfortable and functional, with plenty of potential for both owner-occupants and investors. A 2 car garage provides convenient off-street parking, and the location can't be beat -- just steps from restaurants, coffee shops, and local favorites along Oakland Avenue,with easy access to the lakefront and downtown. A wonderful opportunity to own in one of Shorewood's most desirable neighborhoods.

4146 N Bartlett Avenue Avenue Unit 4148, Shorewood

Listing courtesy of Redfin Corporation. Selling Office: .

$425,000
CLOSED Status
This beautifully maintained Shorewood duplex truly has it all! Nestled on a quiet, tree-lined street, this property perfectly blends timeless historical charm with an unbeatable North Shore location. Enjoy the ultimate walkable lifestyle--just steps from local grocery stores, vibrant dining and shopping on Oakland Avenue, and the scenic shores of Lake Michigan.Both units feature gleaming hardwood floors, bright and spacious kitchens, and generously sized bedrooms. The classic bathrooms are equipped with traditional shower-over-tub setups. Whether you are looking for an incredible investment opportunity or a charming place to call home while renting out the other unit, this Shorewood gem is a must-see!

4524 N Larkin Street Street, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore. Selling Office: .

$425,000
CLOSED Status
Add this red brick colonial to your investment portfolio! This fully leased Shorewood duplex offers two spacious 2-bedroom, 1-bathroom units, each featuring a generous living room and dedicated dining area. Prime Shorewood location with easy access to local dining, shopping, and parks, this is a turnkey investment opportunity you won't want to miss! Brand new roof February 2026!

4018 N Newhall Street Street Unit 4020, Shorewood

Listing courtesy of Keller Williams Realty-Milwaukee North Shore. Selling Office: .

$415,000
3 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Charming 3 bedroom colonial in a great location of Shorewood. Very well maintained with hardwood flooring, 1.5 baths, formal dining room, large living room, and half bath round off the main level. All 3 bedrooms and full bath are on upper level. Partially finished lower level for additional living space. Great yard and 2 car detached garage for added convenience offer a great opportunity. IMPROVEMENTS: Roof 2019 / Gutters 2023 / Aluminum Siding & Trim 2008 / Water heater 2021 / Furnace & AC 2014 / Kitchen Remodel 2013 / Storm Windows 2019.

4332 N Sheffield Avenue Avenue, Shorewood

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

$410,000
CLOSED Status

3953 N Downer Avenue Avenue Unit 3955, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore. Selling Office: .

$400,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status
Absolutely charming and beautifully updated home in Shorewood! Built in 1928, this classic Cream City brick residence is filled with timeless architectural character, including graceful archways, leaded glass windows, and beautiful hardwood floors throughout. The inviting living room features a natural fireplace, while the spacious dining room is perfect for entertaining. The remodeled kitchen boasts stylish gray cabinetry, stainless steel appliances, and elegant quartz countertops. The renovated full bath offers a fresh, modern feel. The third bedroom is currently used as a den/study, providing flexible living space to suit your needs. Step outside to enjoy the deck overlooking the private, fenced backyard-ideal for relaxing, gardening, or entertaining.

3567 N Murray Avenue Avenue, Shorewood

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

$400,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Move right into this beautifully updated Shorewood ranch! Newly remodeled, this charming home blends modern finishes with everyday comfort. The inviting living room features a fireplace and flows into the updated kitchen with ample cabinet and counter space. A standout feature is the bright 3-season room overlooking the fully fenced yard--perfect for morning coffee, rainy afternoons, or relaxing with a glass of wine. Two generously sized bedrooms, a beautifully updated bath, and main-floor laundry complete the first level. The basement already includes a toilet and offers endless potential for additional finished living space. Conveniently located near parks, the Oakleaf Trail, schools, local restaurants, and everything Shorewood has to offer

4100 N Ardmore Avenue Avenue, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore. Selling Office: .

$390,000
CLOSED Status
For comparable purposes only.

1712 E Lake Bluff Boulevard Boulevard, Shorewood

Listing courtesy of Keller Williams Realty-Milwaukee North Shore. Selling Office: .

$375,000
CLOSED Status
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 Road Unit 1615A, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore. Selling Office: .

$372,000
CLOSED Status
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 Avenue Unit 4110, Shorewood

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

$365,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Opportunity abounds in this quintessential Shorewood bungalow, where timeless character meets endless potential. Beautiful original details include rich woodwork, leaded glass windows, coved ceilings, a built-in buffet, and a charming front sunroom with French doors. Move right in and enjoy your own ''choose-your-own-adventure'' as you put in the work to refresh the home likely with new paint, refinish the hardwood floors, and reimagine the kitchen. The walk-up attic offers incredible potential to expand your living space and build instant equity. The charm is here, the location is exceptional, the newer 2.5-car garage is already done, and the opportunity to create your dream Shorewood home is yours. Walk to schools, playground and all the shops & restaurants on Oakland Ave.

4324 N Woodburn Street Street, Shorewood

Listing courtesy of Corcoran Realty & Co. Selling Office: .

$360,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status
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 Boulevard, Shorewood

Listing courtesy of EXIT Realty HGM. Selling Office: .

$222,900
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Simplify your life with this turnkey 3rd floor condo located in the heart of Shorewood. Open concept living with living and dining room and easy to maintain laminate flooring throughout. After a long day you can escape to your private balcony perfect for relaxing outdoors and entertaining guests. Split bedroom layout offers two spacious bedrooms and two full bathrooms. Kitchen with stainless appliances and eating area. Condo includes underground parking spot and convenient private storage unit. Walkable to shopping, restaurants and all that Shorewood has to offer. Don't miss this one!

3838 N Oakland Avenue Avenue Unit 375, Shorewood

Listing courtesy of Keller Williams Ozaukee. Selling Office: .

$215,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Enjoy living in walking distance of all the attractions of Shorewood, including a vibrant neighborhood of shops and restaurants. This 2-bedroom, 2 bath condo offers large rooms with new flooring and brand-new appliances. The spacious living room opens to a dining room and a galley kitchen with space for a dinette. The master bedroom features a walk-in closet and a bath with a walk-in shower. The second bedroom has a whole wall of closets, and the second full bath has a shower over tub. This rarely available corner condo includes a large balcony overlooking the lush courtyard. Underground parking and a large storage unit complete the amenities.

3916 N Oakland Avenue Avenue Unit 224, Shorewood

Listing courtesy of Lannon Stone Realty LLC. Selling Office: .

$200,000
1 Beds ⋅ 1 Baths ⋅ CLOSED Status
Welcome to a one-of-a-kind opportunity--the only one-bedroom plus den residence available in the building. This bright condo features an open living space with a flowing, comfortable floor plan and thoughtfully updated, modern finishes throughout. The kitchen connects easily to the main living area, creating a natural gathering space. The versatile den is ideal for a home office, guest space, or extra living area, highlighted by a two-sided gas fireplace shared with the bedroom, creating a warm retreat. The bedroom offers generous closet space, while the full bath and in-unit laundry add convenience. Enjoy your private patio. Includes one heated indoor parking space, one surface permit, storage, and access to fitness, community, and outdoor patio areas. Near shops, dining, parks, & trails

3710 N Oakland Avenue Avenue Unit 101, Shorewood

Listing courtesy of Keller Williams Realty-Milwaukee North Shore. Selling Office: .

$192,500
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
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 Boulevard Unit 259, Shorewood

Listing courtesy of Keller Williams Milwaukee North Shore. Selling Office: .

$179,900
1 Beds ⋅ 1 Baths ⋅ CLOSED Status
Ideally located close to schools, shops & restaurants, and across the street from the Shorewood Fitness Center, this Eastwood 2nd floor condo is updated, comfortable and move-in ready. This generously-sized one bedroom unit boasts ample closets/storage, an east-facing private balcony, and a den that can also serve as a 2nd bedroom/guest room. The kitchen offers newer appliances, lots of cabinets and plenty of workspace.In unit laundry is a welcome convenience, as is the underground heated parking, extra storage space, hardwood floors, clubhouse and security system.

3838 N Oakland Avenue Avenue Unit 269, Shorewood

Listing courtesy of Keller Williams Realty-Milwaukee North Shore. Selling Office: .

$165,000
1 Beds ⋅ 1 Baths ⋅ CLOSED Status
Chic, stylish, and surprisingly spacious! This beautifully remodeled condo is proof that great things come in efficient packages. The open, fully applianced kitchen shines with butcher block counters, breakfast bar seating, and luxury vinyl plank flooring that extends into the bright living area. With room for a dining table and dedicated home office space, the flexible layout lives larger than expected. Updated bath features a modern zero step shower, while the oversized bedroom offers a walk in closet. The real perk? Two underground parking spaces, an incredibly rare find in Shorewood that you will LOVE in winter! Move right in and enjoy low maintenance living close to local restaurants, shopping, parks, and everything this vibrant Northshore community offers!

4434 N Oakland Avenue Avenue Unit 203, Shorewood

Listing courtesy of Abundance Real Estate. Selling Office: .

$135,000
1 Beds ⋅ 1 Baths ⋅ CLOSED Status
Beautifully updated 1 bedroom Shorewood condo with and underground parking spot. This updated unit has white trim, white paneled doors and quality vinyl plank flooring. The cute kitchen includes all the kitchen appliances, has quartz counters and a subway tile backsplash. There is plenty of closet space with an entry closet, 2 double door closets in the bedroom, a linen closet in the bathroom, a double door closet in the living room and storage unit! The building has an elevator and a community laundry room. Come and fall in love!

4434 N Oakland Avenue Avenue Unit 202, Shorewood

Listing courtesy of Keller Williams Prestige. Selling Office: .

$115,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
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 Avenue Unit 275, Shorewood

Listing courtesy of Modern MilwauKey Real Estate LLC. Selling Office: .

$500
CLOSED Status
LOCATION, LOCATION, LOCATION!! A main level unit, located on Oakland ave! Excellent visibility, and a wide-open floor plan that will suit almost any tenant.

3575 N Oakland Avenue Avenue Unit Unit C, Shorewood

Listing courtesy of The Realty Company, LLC. Selling Office: .

$476
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
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 Avenue, Shorewood

Listing courtesy of Infinity Realty. Selling Office: .

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.