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4732 N Wilshire Road, Whitefish Bay
$1,800,000
5 Beds ⋅ 3.5 Baths
Welcome to this gracious 5-BR, 3 & a half-bath Colonial Revival home, designed by George Schley, set in Whitefish Bay's Wilshire Neighborhood. A welcoming foyer opens to an elegant interior crowned by a majestic staircase. There's a second stairway from the kitchen to laundry & Brs. Palatial Living & Dining Rooms give gracious spaces for entertaining and comfortable enjoyment. Spectacular updated kitchen & beautiful bathrooms impress. The primary suite has an updated bath w/double vanities, walk-in shower & a soaking tub, as well as a dressing room/office. The finished lower level offers space for relaxing or entertaining. Den with a gas fireplace & French Doors to fenced yard and patio gardens. Addt 2nd floor laundry, mudroom & an attached garage, & parking. Photos are digitally altered.

4732 N Wilshire Road, Whitefish Bay

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

1578 E Cumberland Boulevard, Whitefish Bay
$925,000
4 Beds ⋅ 3.5 Baths
Graceful Tudor charm meets refined updates in Whitefish Bay's coveted Cumberland Forest neighborhood. The beautifully updated kitchen overlooks a private, expansive backyard, while timeless architectural details including hardwood floors, plaster crown moldings, and exquisite windows preserve the home's original character.The inviting living room features a gas fireplace, complemented by a formal dining room. 3rd floor ensuite purposed as a family room w/ 3rd full bath and 2nd gas FP is peaceful retreat.3 additional bedrooms and 2 full baths on the second floor. 2nd bedroom closet accommodates a convenient stacked washer and dryer. Attached garage offers added convenience and potential for expansion. New Roof 2026. Just steps from Oakland Avenue's celebrated shops and restaurant

1578 E Cumberland Boulevard, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

5116 N Berkeley Boulevard, Whitefish Bay
$599,900
3 Beds ⋅ 2.5 Baths
Beautifully maintained brick Cape Cod offering timeless charm and thoughtful updates throughout. A stunning new white kitchen features quartz countertops, backsplash, and casual eat-in dining, while a separate formal dining room is perfect for entertaining. Fresh paint, hardwood floors, arches and generously sized bedrooms add to the home's appeal. Enjoy two full bathrooms plus an additional half bath in the lower level, complete with a spacious rec room and bar. Plenty of storage and space and natural light throughout. Outside, a large fenced-in backyard with a brick patio offers the perfect setting for outdoor gatherings. New landscaping compliments the curb appeal perfectly! A two-car garage and wonderful neighborhood block complete this inviting, move-in-ready home!

5116 N Berkeley Boulevard, Whitefish Bay

Listing courtesy of Real Broker North Shore.

4914 N Newhall Street, Whitefish Bay
$475,000
3 Beds ⋅ 1 Baths
This is a darling Whitefish Bay gem! Everything you need on one floor plus a large second floor for bedroom, office or lounge space! Charming living room with hardwood floors, light filled, updated kitchen, 2 bedrooms on first floor. Tidy basement with great storage space. Wonderful, cute yard with lovely gardens. Two plus car garage with stairs to extra storage above. Very well maintained, newer windows. All near schools and shops.

4914 N Newhall Street, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

5128 N Diversey Boulevard, Whitefish Bay
$589,000
3 Beds ⋅ 1.5 Baths
Move right in and experience the perfect blend of timeless charm and modern comfort in this well maintained 3BR, 1.5BA Whitefish Bay home! A welcoming front porch leads into a sun-filled living room flowing seamlessly into the dining area, both featuring beautiful HWFs. The charming kitchen offers a farmhouse-style stove, granite counters and pantry, opening to the spectacular great room w/ vaulted ceilings, skylights, built-in bench seating and access to the Ipe deck and fenced backyard. Fresh paint throughout the main level enhances the move-in-ready appeal. The finished lower level provides versatile living space and generous storage w/ built-in shelving. Offering exceptional indoor-outdoor flow, multiple inviting living spaces and a coveted WFB location, this home is not to be missed!

5128 N Diversey Boulevard, Whitefish Bay

Listing courtesy of Lannon Stone Realty LLC.

4800 N Woodburn Street, Whitefish Bay
$975,000
4 Beds ⋅ 3.5 Baths
Welcome to this inviting Whitefish Bay home, where generous space and everyday comfort come together. Four bedrooms, three full baths and a half bath--all upstairs--offer flexibility for family and guests. The bright kitchen features an island, skylight, beverage station and planning desk, with a welcoming family room and fireplace just steps away. Newer windows and hardwood floors add warmth, while the basement rec room provides space to relax, play or gather. An attached two-car garage offers convenient parking and storage. Outside, the fenced yard, covered breezeway and patio create an inviting setting for entertaining and enjoying time at home.

4800 N Woodburn Street, Whitefish Bay

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

6147 N Shoreland Avenue, Whitefish Bay
$749,000
4 Beds ⋅ 2.5 Baths
You will immediately feel at home in this charming Whitefish Bay classic, where timeless character, thoughtful updates & an incredible location come together. Hardwood floors, crown molding & French doors add classic charm, while the beautifully updated kitchen features white cabinetry, quartz countertops, stainless appliances & a stylish tile backsplash. The finished lower level offers flexible living space, a 4th bdrm and brand new full bath. Enjoy gorgeous backyard deck, and a location close to schools, Silver Spring, Klode Park and Lake Michigan. More than anything, this is a home that has been genuinely loved, with spaces for friends, family and everyday life. Updates included: New roof, New 6 inch gutters, updated plumbing, insulation, sump pump, glass block windows in the basement

6147 N Shoreland Avenue, Whitefish Bay

Listing courtesy of Compass RE WI-Northshore.

4890 N Shoreland Avenue, Whitefish Bay
$220,000
2 Beds ⋅ 1 Baths
Welcome to this charming condo that offers the best of Whitefish Bay living, including comfort, convenience, and an exceptional location just a short walk to Park, local shopping, dining, and neighborhood amenities.Step inside to find a freshly painted interior in a neutral color palette, complemented by warm wood floors that create an inviting feel.The unit overlooks a large shared green space, providing a pleasant view and a sense of openness rarely found in condo living. Additional highlights include garage parking, easy freeway access, and a location within a highly desirable school district.

4890 N Shoreland Avenue, Whitefish Bay

Listing courtesy of Homestead Realty, Inc.

170 E Birch Avenue, Whitefish Bay
$568,900
3 Beds ⋅ 2.5 Baths
Charming Cape Cod ideally located in the heart of Whitefish Bay, just steps from Silver Spring shops and dining, parks and the lake! The light-filled living room features a cozy wood-burning fireplace and abundant windows. Spacious main-floor primary bedroom offers three closets for exceptional storage, while the updated full bath and convenient laundry add to the appeal. A delightful breezeway connects the home to the attached garage and provides the perfect spot to enjoy summer days. Upstairs offers two generously sized bedrooms and a second full bath. Lower level provides flexible space for recreation, hobbies or storage. Low-maintenance lot. Welcome home!

170 E Birch Avenue, Whitefish Bay

Listing courtesy of Shorewest Realtors, Inc..

112 E Henry Clay Street, Whitefish Bay
$429,900
3 Beds ⋅ 2 Baths
A rare move-in-ready opportunity in Whitefish Bay! This charming 3-bedroom, 2-bath ranch has been thoughtfully refreshed and updated, making homeownership and maintenance feel effortless. Fresh paint, beautifully refinished hardwood floors, new exterior siding, and numerous improvements throughout allow you to simply move in and enjoy. The recently remodeled lower level expands the living space with a built-in bar perfect for entertaining, a dedicated home office area, additional bedroom, and full bath. With flexible spaces, stylish updates, and a desirable Whitefish Bay location, this inviting home offers comfort, convenience, and room to make it your own. This gem is ready for its next owner!

112 E Henry Clay Street, Whitefish Bay

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

4840 N Larkin Street, Whitefish Bay
$2,395,000
6 Beds ⋅ 5.5 Baths
Just completed in the beloved lakeside village of Whitefish Bay, approximately 15 minutes north of downtown Milwaukee, this expansive home pairs refined design with a versatile layout spanning more than 5,100 square feet. Six bedrooms and five-and-a-half baths unfold across three levels, offering exceptional scale and separation. A main-level guest suite, upper-level primary retreat, and finished lower level with bedroom, full bath, kitchenette, and sauna provide flexibility for guests or multigenerational living. Enjoy acclaimed schools, Lake Michigan parks, tree-lined streets, and nearby Silver Spring Drive shops and cafes. Ready for a fall move-in, just in time for village traditions from the Great Pumpkin Festival to the Holiday Stroll. Welcome home to the Bay!

4840 N Larkin Street, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

5259 N Kent Avenue, Whitefish Bay
$699,000
3 Beds ⋅ 1.5 Baths
Classic charm, beautifully reimagined! This inviting home has been thoughtfully updated while preserving the character that makes it special. The stunning 2024 kitchen features custom cabinetry, quartz countertops, high-end finishes, new appliances and a generous island. Just beyond, the expansive family room is a showstopper--an incredible bonus living space wrapped in windows, flooded with natural light and overlooking the private, tree-filled backyard. It's the kind of space that truly makes the first floor! Refinished wood floors, a welcoming living room with fireplace and spacious bedrooms add to the appeal. New furnace (2025), roof & joists (2021), updated lighting, paint, carpet & more. Beautifully maintained, thoughtfully improved and ready to call home!

5259 N Kent Avenue, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

4937 N Hollywood Avenue, Whitefish Bay
$499,900
3 Beds ⋅ 3 Baths
Experience the charm of Whitefish Bay in this inviting 3-bedroom, 3-bath Cape Cod, ideally located on a quiet tree-lined street just minutes from Silver Spring Drive. Enjoy walking to local coffee shops, restaurants, boutiques, parks, playgrounds, and community events, or spend the day at nearby Klode Park, Big Bay Park, and the Lake Michigan shoreline. The home offers warm, inviting living spaces filled with timeless character, hardwood floors, abundant natural light, and a spacious backyard perfect for relaxing, entertaining, or gardening. A partially finished lower level provides additional living space, making this a wonderful opportunity to enjoy one of Milwaukee's most sought-after communities with top-rated schools and an unbeatable neighborhood feel.

4937 N Hollywood Avenue, Whitefish Bay

Listing courtesy of Coldwell Banker Realty.

5861 N Bay Ridge Avenue, Whitefish Bay
$750,000
3 Beds ⋅ 2.5 Baths
Come for the location, stay for the personality! Thoughtfully updated while preserving its original character, this home is full of personality, from wallpaper and color drenched rooms to beautiful hardwood floors, vintage charm and modern updates. The new front door sets the tone from the moment you arrive, with a design that carries throughout. Upstairs, the versatile pass-through room is currently used as a 4th bedroom but could easily become an office, nursery, gym or playroom. With 3 bedrooms, 2.5 baths and inviting outdoor living space, there's room to live, gather and entertain. Ideally located in a sought after school district and within walking distance to Silver Spring and Richards Elementary. Character, color and charm come together beautifully in this one of a kind WFB home!

5861 N Bay Ridge Avenue, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

6041 N Santa Monica Boulevard, Whitefish Bay
$649,900
3 Beds ⋅ 2.5 Baths
You're gonna love this handsome brick colonial nestled on a tree-lined street in desirable WFB. Walk to Richards Elementary, Bayshore, Sendiks & the Lake at Klode Park. Current owner has lovingly maintained this home & done many updates over the years. Recently the entire plumbing system has been re-piped from the copper lateral at the street to the complete home water supply. New bathroom fixtures & RO systems have been installed. The interior is freshly painted & electric service upgraded. Picture yourself enjoying meals in the kitchen nook, in the formal dining room or alfresco on the serene deck. Gleaming HWF's grace this home with warmth & durability, The NFP adds ambiance for cold winter nights. Lower level is finished with a full bath, family room & flex space. Move in & enjoy!

6041 N Santa Monica Boulevard, Whitefish Bay

Listing courtesy of Realty Executives Integrity Brookfield.

4760 N Woodburn Street, Whitefish Bay
$845,000
4 Beds ⋅ 2.5 Baths
This beautiful Whitefish Bay Colonial offers classic charm and 2,736 SQFT of comfortable living space. A freshly painted interior and brand-new roof (Aug 2026) provide completely move in ready & worry-free living. Perfect for get-togethers, the main floor features a large living room with a natural fireplace, formal dining room, and an easy flow into a great family room. The bright kitchen has tons of cabinet space and brand-new GE appliances (2025). Upstairs features 4 bedrooms, a home office, and 2 full baths. The finished basement adds extra hangout space. Unbeatable location within easy walking distance to Cumberland Elementary and Whitefish Bay High School!

4760 N Woodburn Street, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

5973 N Bay Ridge Avenue, Whitefish Bay
$999,500
4 Beds ⋅ 3.5 Baths
Beautifully renovated and ideally located in the heart of Whitefish Bay, this move-in-ready home blends luxury, comfort and walkable neighborhood living. Just three blocks from Richard's school, a short bike ride to middle and high schools, and an easy stroll to Silver Spring shops and restaurants, beautiful Klode Park and Lake Michigan. A stunning addition and high-end finishes complement the gorgeous new kitchen, expanded living room, spacious primary suite with beautifully appointed bath, and elegant dining room with dry bar, perfect for entertaining. A cozy lower-level rec room and dedicated home gym offer space to relax and recharge. With a new roof, updated HVAC and beautifully redesigned backyard, just move in and enjoy sophisticated living in this desirable North Shore community!

5973 N Bay Ridge Avenue, Whitefish Bay

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

5854 N Bay Ridge Avenue, Whitefish Bay
$515,000
2 Beds ⋅ 1 Baths
Timeless coastal 1-story retreat offers can't-miss opportunity to own rare condo alternative in WFB. Whether you need place to call home while shuttling b/t WI & FL/AZ or are tired of sharing elevator in your condo/apartment building, this designer-appointed charmer w/ arched doorways & HWFs is your next move! Kitchen w/ quartzite counters, zellige terracotta tile backsplash, ss apps & unlacquered brass fixtures. Bathroom w/ marble counters, beadboard paneling, marble mosaic tile floors & unlacquered brass fixtures. Laundry/mud room w/ butcher block waterfall counters, penny-round tile floors & easy-to-access attic storage. Back yard w/ pergola-covered patio, wood fence & 2-car garage. Newest updates: furnace & a/c. Near downtown WFB, Klode Park (Lake MI), top-ranked schools, TJ's & more!

5854 N Bay Ridge Avenue, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

5346 N Hollywood Avenue, Whitefish Bay
$1,195,000
4 Beds ⋅ 2.5 Baths
A true Whitefish Bay original, this classic Tudor blends striking architecture, timeless character and comfortable living. The showstopping living room features a soaring ceiling, exposed beams, stone fireplace and dramatic windows. Spacious kitchen offers Viking appliances, granite counters, abundant quarter-sawn oak cabinets and charming pantry. A light-filled family room wrapped in windows is the perfect gathering space to watch the big game! Generous primary suite offers plenty of closets, reading nook, updated bath and 2nd-floor laundry. Three more bedrooms and full bath complete the upstairs. Finished lower level adds a great hangout space. Massive 3-car attached garage! Plant roots on a special block of neighbors. Ideally located near schools, library, and the heart of the Bay.

5346 N Hollywood Avenue, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

808 E Lake Forest Avenue, Whitefish Bay
$699,900
4 Beds ⋅ 2 Baths
Dream location! This spacious four bedroom, two bathroom home features a desirable primary en-suite with phenomenal closet space and bright, generously sized bedrooms. The sun filled first floor offers an inviting living room, dining room and kitchen, all enhanced by hardwood floors and crown molding, plus a convenient full bathroom. At the top of the stairs, a large lofted landing provides the perfect space for a playroom, home office, library or cozy reading nook. Outside, enjoy a huge fenced backyard and a 2.5 car detached garage. A wonderful home in an unbeatable location.

808 E Lake Forest Avenue, Whitefish Bay

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

4863 N Santa Monica Boulevard, Whitefish Bay
$239,900
2 Beds ⋅ 1 Baths
Corner unit at Townhomes of Whitefish Bay! This charming condo offers a private entrance and convenient, walkable location. The 2 bed/1 bath unit has been thoughtfully updated with LVP flooring, new kitchen sink and backsplash and refreshed paint. Main level living/dining room is open to the kitchen with island. Upstairs you'll find 2 spacious bedrooms and the updated full bath. Downstairs there's even more, with a finished, carpeted rec room for additional living space and plenty of storage space. Out the back door you'll find a private patio for enjoying the outdoors and a 1 car detached garage. Priced under appraised value!

4863 N Santa Monica Boulevard, Whitefish Bay

Listing courtesy of Keller Williams Ozaukee.

6261 N Bay Ridge Avenue, Whitefish Bay
$449,500
3 Beds ⋅ 2.5 Baths
Nestled on a quiet cul-de-sac, this beautifully maintained Whitefish Bay home is full of warmth and character. Sunlight pours through the expansive bay window into the inviting living room, complete with hardwood floors and a cozy fireplace. The efficient kitchen offers abundant storage and a charming breakfast nook. Upstairs you'll find three spacious bedrooms and an updated bath. The spotless lower level provides additional living space, laundry, and a brand new bathroom. Outside, enjoy a private backyard and a secluded patio perfect for relaxing or entertaining.

6261 N Bay Ridge Avenue, Whitefish Bay

Listing courtesy of Realty Executives Integrity Cedarburg.

1554 E Hampton Drive, Whitefish Bay
$499,900
Welcome to this charming Whitefish Bay duplex offering a fantastic opportunity for an owner-occupant or investor! The recently renovated lower unit features 2 bedrooms, beautiful hardwood floors and an inviting, move-in-ready interior. Upstairs, you'll find a spacious 1-bedroom unit with a dedicated dining room, generous living spaces and plenty of classic charm. Both units showcase the character you expect from a Whitefish Bay home, including natural woodwork and hardwood floors. ideally located near parks, schools, the lake and all that Whitefish Bay has to offer!

1554 E Hampton Drive, Whitefish Bay

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

6209 N Berkeley Boulevard, Whitefish Bay
$1,050,000
4 Beds ⋅ 3.5 Baths
Gracious Colonial on coveted Upper Berkeley offering timeless charm, generous space, and thoughtful updates. Freshly painted throughout, with refinished hardwood floors, new quartz kitchen countertops, and a beautiful new backsplash. The main level features a welcoming family room with gas fireplace, sunny four-season room, elegant formal living room with natural fireplace, and an updated kitchen flowing seamlessly into the dining room with peninsula seating. Upstairs, the serene primary suite is joined by three additional bedrooms and two full baths. Beautifully landscaped backyard with patio and newer 2.5-car garage. Ideally located near Klode Park, schools, and all that Whitefish Bay has to offer. Extensive updates online.

6209 N Berkeley Boulevard, Whitefish Bay

Listing courtesy of Shorewest Realtors, Inc..

6319 N Bay Ridge Avenue, Whitefish Bay
$550,000
4 Beds ⋅ 2 Baths
Spacious 4-bedroom, 2 full bathroom Cape Cod nestled on a beautiful cul-de-sac in desirable Whitefish Bay. Blending historic charm with modern updates, this home features a natural fireplace, hardwood floors, new carpeting & LVP, most windows have been replaced, a new furnace (4/'26), and new electrical service (5/26). The eat-in kitchen includes all appliances, while the finished rec room offers a bar perfect for entertaining. Enjoy ample storage, a 2.5 car detached garage, & a semi-private back yard adjacent to Craig Counsell Park. Conveniently located near top rated schools, parks, shopping and Lake Michigan's scenic shoreline!

6319 N Bay Ridge Avenue, Whitefish Bay

Listing courtesy of Shorewest Realtors, Inc..

609 E Lake View Avenue, Whitefish Bay
$549,000
7 Beds ⋅ 2.5 Baths
This boutique condominium sits on the 2nd and 3rd floors of this incredible Whitefish Bay home just walking distance from Sendiks, Stone Creek Coffee, Klode Park and Lake Michigan. It lives just like a house with 2600 sq ft of living area and a huge living space that lights up with all of the arched windows. With 7 bedrooms and 2.5 bathrooms, updated kitchen with 2 dishwashers, large dining island and plenty of storage space in the basement, this will be a great space for any family!

609 E Lake View Avenue, Whitefish Bay

Listing courtesy of Keller Williams Milwaukee North Shore.

637 East Carlisle Avenue, Whitefish Bay
$1,200,000
4 Beds ⋅ 4.5 Baths
Provincial-style home featuring 4 bedrooms and 4.5 bathrooms, highlighted by a stunning entryway and elegant tray ceilings. Architectural fireplaces add warmth and character, while abundant natural light enhances every room. A dedicated workout room offers wellness at home. The outdoor entertaining space is ideal for gatherings, blending comfort and style in a refined, timeless setting.

637 East Carlisle Avenue, Whitefish Bay

Listing courtesy of Keller Williams Realty-Milwaukee North Shore.

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