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Waukesha, WI Homes for Sale under $500,000

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  • /46

    $495,900

    • 3 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    2221 Inverness Dr S, Waukesha, WI 53186

    This 3 bd 2.5 bath plus main floor 17 by 13 Den is the one that checks off all the boxes! Vaulted ceilings in the living room with natural light greet you as you walk in . Laundry ,formal dinning room and oversized Den is on the on the main floor . There is a huge 3 season room ,(could easily be made into a 4 season ),overlooking your secluded corner lot that is surrounded with woods and prairie!

    Agent Photo

    Michelle Hintz

    Coldwell Banker Realty

    (262) 406-1254

    2221 Inverness Dr S, Waukesha, WI 53186
  • /24

    $459,999

    • 3 Beds
    • 1.5 Baths
    • 2,141 Sq Ft

    S37W31726 Bennett Rd, Waukesha, WI 53189

    Welcome to this beautifully updated 3-bedroom, 1.5-bath ranch situated on a spacious 1-acre lot. This warm and inviting home features an open-concept layout, a cozy natural fireplace, and a fully remodeled kitchen perfect for everyday living and entertaining. Recent upgrades include all new flooring and carpet throughout, a brand new roof, and a newer water heateroffering peace of mind for years

    Jennifer Smith Avanti Realty LLC

    S37W31726 Bennett Rd, Waukesha, WI 53189
  • /21

    $474,900

    • 4 Beds
    • 2 Baths
    • 2,075 Sq Ft

    N10W23564 Robinhood Ct, Waukesha, WI 53188

    Immerse yourself in your private sanctuary on almost an acre of manicured green space where both entertainment and peaceful nights can coincide simultaneously. A rare find nestled between Pewaukee and Waukesha. Welcome home to your 4 bedroom, 2 full bath ranch in the highly desirable Sherwood Forest that capitalizes on the low taxes of Pewaukee! Rest easy with the substantial amount of updates

    Diane McGeen Summit Realty

    N10W23564 Robinhood Ct, Waukesha, WI 53188
  • /37

    $465,000

    • 4 Beds
    • 2 Baths
    • 2,542 Sq Ft

    735 E Wabash Ave, Waukesha, WI 53186

    Welcome to this beautifully updated 4-bedroom, 2-bath Waukesha home offering an open, bright layout and fresh paint throughout. The kitchen features white cabinetry, granite counters, stainless appliances, and plenty of storage, flowing into a dining area with fireplace and spacious living room with a second fireplace and hardwood floors. A main-floor office with built-ins and first-floor laundry

    Caitlin Dennis Shorewest Realtors, Inc.

    735 E Wabash Ave, Waukesha, WI 53186
  • /27

    $474,900

    • 4 Beds
    • 2.5 Baths
    • 2,078 Sq Ft

    2605 Emslie Dr, Waukesha, WI 53188

    Spacious home in the desirable Brookstone Willows subdivision of Waukesha! Nestled on just over .25 acres (per tax records), this property features a fully fenced yard, ideal for pets, play, or entertain outdoors while sitting on the patio with a firepit. Inside, you'll love the open-concept design that seamlessly connects the family room and kitchen, creating a bright and welcoming space for

    Gaby Boutillier Coldwell Banker Realty

    2605 Emslie Dr, Waukesha, WI 53188
  • /52

    $489,900

    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft

    S27W30015 N Bethesda Cir, Waukesha, WI 53188

    Your Private Genesee Retreat Awaits! This unique ranch offers 3 bedrooms and 2 full bathrooms on a full acreperfect for those craving space and comfort. The stunning 4-season sunroom, complete with a cozy wood-burning stove, is the heart of the home with beautiful views of wildlife and your backyard oasis. Entertain with ease in the inviting front living room and expansive rec room featuring a

    Haley LeClaire Realty Executives - Integrity

    S27W30015 N Bethesda Cir, Waukesha, WI 53188
  • /57

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 2,140 Sq Ft

    W225N2516 Alderwood Ln, Waukesha, WI 53186

    Beautiful home in the sought-after Springdale Estates neighborhood, located in the highly rated Pewaukee School District. This 3-bedroom, 2.5-bath property sits on a generous 1/3 acre lot and features a newer stamped concrete patio, ideal for relaxing or entertaining. Springdale Estates offers a welcoming community feel with a neighborhood park and plenty of space for walking and enjoying the

    Team Smith Wisco Team* Keller Williams Realty-Milwaukee Southwest

    W225N2516 Alderwood Ln, Waukesha, WI 53186
  • /42

    $455,000

    • 3 Beds
    • 2.5 Baths
    • 1,818 Sq Ft

    1706 Haymarket Rd, Waukesha, WI 53189

    Welcome to your dream home, a stunning blend of modern elegance and functional luxury! This well maintained residence offers an inviting open concept first floor where soaring vaulted ceilings create an airy, spacious ambiance. Gleaming hardwood floors flow seamlessly through the living room and dining room, perfect for entertaining or an enjoyable family dinner. The updated kitchen is a cooks

    Walter Nelson Fathom Realty, LLC

    1706 Haymarket Rd, Waukesha, WI 53189
  • /78

    $449,900

    • 3 Beds
    • 3 Baths
    • 2,061 Sq Ft

    1037 Windsor Dr, Waukesha, WI 53186

    Enter the front door of this comfortable and charming home with the large LR to your right with a beautiful GFP. To the left is the formal DR w/bay window & BICC. Through the DR to the KT with SS appliances, planning desk, & cozy casual eating area. A 1/2 BA completes the main FL. The side door off of the KT is an original Dutch Door leading to a large covered breezeway which leads to the GA.

    Leo Fitzgerald First Weber Inc - Brookfield

    1037 Windsor Dr, Waukesha, WI 53186
  • /37

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,232 Sq Ft

    1244 Hickory Dr, Waukesha, WI 53186

    Well Maintained Ranch is Ready for New Owners. Hardwood Floors on Main Level, Great Kitchen, Breakfast Bar, Living Room with Vaulted Ceilings & Gas Fireplace. Main Floor Laundry. Lower Level Room Has Egress Window and is Stubbed for a Bath. With 9'' Ceilings You Have Plenty of Space to add a Family Room. Hurry on This One!

    Lisa Peronto RE/MAX Forward

    1244 Hickory Dr, Waukesha, WI 53186
  • /36

    $449,900

    • 3 Beds
    • 3.5 Baths
    • 2,645 Sq Ft

    1333 Niagara St, Waukesha, WI 53186

    Available due to relocation only! Beautiful 3 BR, 3.5 BA Single-Family Style Condo in Alpine Village! This 2019 build offers over 2,500 sq ft of finished space with vaulted ceilings and sun-filled living room featuring a gas fireplace. The custom kitchen boasts granite counters, shaker cabinets, SS appliances, island, and dinette. Main floor primary suite includes a dual vanity, walk-in shower,

    Dylan Arntzen The Wisconsin Real Estate Group

    1333 Niagara St, Waukesha, WI 53186
  • /36

    $475,000

    • 2,288 Sq Ft

    2740 Northview Rd, Waukesha, WI 53188

    These are two condos at The Homestead condominium to be sold together. Seller may finance with a Land Contract. Unit 102 is a second floor 2-Br 2-Bath unit that has just been totally renovated. Unit 80 is a first floor 1-Br 1-Bath unit that is leased and occupied. There is one underground parking spot for each condo (maybe more). Plus there are surface spots for residents and visitors. There is

    Mark Holiday Holiday Properties, LLC

    2740 Northview Rd, Waukesha, WI 53188
  • /44

    $400,000

    • 3 Beds
    • 1.5 Baths
    • 2,108 Sq Ft

    724 Lynne Dr, Waukesha, WI 53186

    Welcome to this charming 1968-built home offering 3 bedrooms and 1.5 baths in a fantastic location! The spacious great room features a natural fireplace and patio doors leading to the deck, perfect for cozy nights or entertaining. Enjoy a formal dining room and living room, along with a beautiful kitchen that makes cooking a joy. Upstairs are 3 generous bedrooms, while the lower-level rec room

    Sharon Tomlinson Shorewest Realtors, Inc.

    724 Lynne Dr, Waukesha, WI 53186
  • /35

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    4106 Stillwater Cir, Waukesha, WI 53189

    Welcome home to this beautiful 3 bedroom, 2 bath split layout ranch that blends comfort and functionality. Step into the bright and airy open-concept living area with hardwood floors, dining area, cozy gas fireplace & a walkout to the backyard patio. The kitchen features stainless steel appliances and ample counter space. Picture hosting friends & family in your backyard, grilling on your patio

    Alexandra Hansen First Weber Inc - Delafield

    4106 Stillwater Cir, Waukesha, WI 53189
  • /44

    $449,900

    • 4 Beds
    • 3 Baths
    • 3,439 Sq Ft

    3041 Minot Ln, Waukesha, WI 53188

    Beautifully designed ranch home in the desirable Merrill Crest subdivision. This spacious home offers so much potential with over 3,400 sq ft of living space. Main level includes 3 beds(all w/walk in closets), 2 baths, dining room and a large cozy family room with an incredible double sided fireplace. The cathedral ceilings and beams are another truly impressive feature that will wow you! Lower

    Tyler Metz Lannon Stone Realty LLC

    3041 Minot Ln, Waukesha, WI 53188
  • /25

    $424,900

    • 4 Beds
    • 1.5 Baths
    • 2,073 Sq Ft

    610 Glendon Way, Waukesha, WI 53188

    This lovingly maintained and updated colonial home features four bedrooms, 1.5 bathrooms, hardwood floors, updated light fixtures and a modern, comfortable ambience. Its layout includes a living and dining ''L,'' a kitchen/dinette opening to a spacious family room with a gas fireplace, and a lower-level recreation room, all complemented by views of mature trees from the rear patio, making it

    Rock Picciolo Shorewest Realtors, Inc.

    610 Glendon Way, Waukesha, WI 53188
  • /24

    $444,900

    • 3 Beds
    • 2.5 Baths
    • 2,296 Sq Ft

    2734 Field Dr, Waukesha, WI 53188

    Welcome home to this beautifully maintained 1-owner Waukesha colonial! The inviting main level offers a bright, spacious kitchen, formal dining room, cozy living room with a natural fireplace, and a convenient powder room. Enjoy the ease of main-level laundry with newer appliances. Upstairs, you'll find three generous bedrooms with walk-in closets and two full baths, including a private primary

    The Hupke Team* RE/MAX Forward

    2734 Field Dr, Waukesha, WI 53188
  • /30

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,395 Sq Ft

    505 Everett Dr, Waukesha, WI 53188

    Quintessential 4BR/2.5BA, 2,300+ sq. ft. Colonial in Waukesha's Woodfield Subdivision! Mature trees provide privacy from the street and tiered landscaping adorn the front walk. Separate LR and family room ensure personal space yet flexibility when hosting. Updated, eat-in kitchen equipped w/granite counters, refaced & soft-close cabinets, island w/overhang for seating, and is adjacent to the

    Zachary Hicks EXP Realty, LLC~MKE

    505 Everett Dr, Waukesha, WI 53188
  • /34

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft

    2708 Fox Hill Dr, Waukesha, WI 53189

    Welcome home to this bright and beautiful open concept custom ranch with exposed lower level! Updated, spacious kitchen features custom cabinets, large center island, stainless appliances, quartz countertops & 2 pantries. Enjoy gathering in the living/dining room with fabulous corner fireplace and tongue & groove cathedral ceiling opening onto large composite deck. Relaxing primary bedroom has

    Janet Harris ERA MyPro Realty

    2708 Fox Hill Dr, Waukesha, WI 53189
  • /28

    $445,000

    • 3 Beds
    • 3 Baths
    • 2,070 Sq Ft

    2708 Portage Cir, Waukesha, WI 53189

    Move-in ready condo with park views and over $60K in upgrades! Enjoy a fully finished basement ($32K), screened-in porch ($7K), custom drapes/blinds ($8.5K), accessible shower ($14K), Closets by Design throughout ($2.8K), all-new smoke detectors, and a recently replaced dishwasher. Backing to a peaceful park, this home offers privacy, functionality, and style. Perfect for buyers seeking

    Frederick Seeley Forward Realty Partners

    2708 Portage Cir, Waukesha, WI 53189
  • /34

    $409,900

    • 3 Beds
    • 1.5 Baths
    • 1,877 Sq Ft

    1722 Sycamore Dr, Waukesha, WI 53189

    Lovely updated ranch in a quiet neighborhood near shopping, dining, schools & parks! This well-maintained 3BR, 1.5BA home features refinished hardwood floors, newer carpet, and all new windows. The updated kitchen offers new upper cabinets and painted lowers. Gorgeous fully renovated main bath with dual sinks, soaker tub, walk-in shower. Two spacious living areasone with a hickory accent

    The Italiano Team* Lake Country Flat Fee

    1722 Sycamore Dr, Waukesha, WI 53189
  • /35

    $425,000

    • 4 Beds
    • 2 Baths
    • 2,187 Sq Ft

    3000 Tanglewood Dr, Waukesha, WI 53189

    Immaculate & Updated Home in Sought-After River's Crossing! This beautifully maintained home shines from top to bottom with updates throughout. The eat in kitchen features rich cherry cabinets, stainless steel appliances, and stylish tile flooringperfect for the home chef. Both bathrooms have been newly tiled & newer carpet adds comfort and warmth throughout the home. Enjoy outdoor living with a

    Kimberly Dove Shorewest Realtors, Inc.

    3000 Tanglewood Dr, Waukesha, WI 53189
  • /34

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,486 Sq Ft

    2824 Burton Dr, Waukesha, WI 53188

    Beautiful, Inviting 4-bedroom, 2.5-bath home with vaulted ceilings and a spacious, functional layout. The kitchen features newer stainless steel appliances, including a double oven, and opens to a cozy family room with a gas fireplaceideal for cold Wisconsin nights. Bamboo flooring runs throughout the main level, and a large den offers flexible space for a home office, library, or studyideal for

    Carol Carlson Keller Williams Realty-Milwaukee Southwest

    2824 Burton Dr, Waukesha, WI 53188
  • /27

    $494,999

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft

    2853 Fox Lake Cir Unit 201, Waukesha, WI 53189

    Welcome to Fox Lake Circle Condominiums, This better than new condo sits atop rolling hills, nestled between wooded lands and prairie landscapes. This unit is located close to Fox River Park, Walking/biking trials, a kayak launch and more! Surrounded by nature yet only 10 minutes from I-43. Enjoy low-maintenance living with exterior maintenance and landscaping handled by the HOA. This

    Rashid Khatib Top Tier Realty

    2853 Fox Lake Cir Unit 201, Waukesha, WI 53189
  • /27

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,543 Sq Ft

    3836 Creekside Dr, Waukesha, WI 53189

    Beautiful open-concept split-bedroom ranch! This thoughtfully designed home offers a functional layout with 9 ft. ceilings and abundant natural light throughout. The spacious great room features a ceramic tile fireplace and flows seamlessly into the kitchen and dining areasperfect for both everyday living and entertaining. Durable laminate wood flooring adds warmth and style to the main living

    Adam Poehlman Abundance Real Estate

    3836 Creekside Dr, Waukesha, WI 53189
  • /25

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    2029 Wildberry Ct, Waukesha, WI 53186

    3 bedroom, 2 full bath ranch style home on quiet cul-du- lac. Custom built in 1998 by the original owners ( Seller ). Kitchen with Island L, and plenty of storage, dinette, living room and first floor utility room. Dinette leads to wooden deck overlooking back yard. Private rear yard. Master bath has walk-in-shower. Full basement with additional storage shelves. Great area for your future

    Reno Berg Epique Realty

    2029 Wildberry Ct, Waukesha, WI 53186
  • /35

    $414,900

    • 3 Beds
    • 2.5 Baths
    • 2,151 Sq Ft

    2735 Coventry Ln, Waukesha, WI 53188

    Welcome to this 3 bed, 2.5 bath Waukesha home on a .32 acre lot near schools! Enjoy peace of mind with a new furnace (2024) and water heater (2025). The finished basement offers incredible bonus space with a versatile room plus a convenient half bath - perfect for a home office, guest space, or entertaining. Outside, the large yard is ready for play or relaxation, the property is on a cul-de-sac.

    Holtzen Homes Team* First Weber Inc- Mequon

    2735 Coventry Ln, Waukesha, WI 53188
  • /25

    $449,900

    • 4 Beds
    • 2 Baths
    • 1,640 Sq Ft

    W273S2112 Fenway Dr N, Waukesha, WI 53188

    Nestled in Waukesha's coveted residential enclave, this exquisite four-bedroom, two-bathroom residence epitomizes sophisticated suburban living. Spanning 1,640 square feet of meticulously crafted interior space, the home showcases thoughtful architectural elements and contemporary amenities throughout. The generous primary bedroom provides a serene retreat, while three additional bedrooms offer

    Lance Nowak Victory Realty Elite

    W273S2112 Fenway Dr N, Waukesha, WI 53188
  • /16

    $455,000

    • 2 Beds
    • 2 Baths
    • 1,632 Sq Ft

    2844 Fox Lake Cir Unit 101, Waukesha, WI 53189

    Beautiful 2bed 2bath 1st floor condo in Waukesha! Built in 2022 by Kings Way, you'll love the bright, airy feel of the property! With 10ft ceilings, LVP flooring and the open floor plan, the main living space is flexible and welcoming. The livrm offers a cozy gas fireplace with stone surround and access to the private patio. There is lots of cabinetry in the kitchen complete w/ quartz counters

    Maggie Brogan Keller Williams Realty-Lake Country

    2844 Fox Lake Cir Unit 101, Waukesha, WI 53189
  • /53

    $437,000

    • 3 Beds
    • 2.5 Baths
    • 2,376 Sq Ft

    2202 Lander Ln, Waukesha, WI 53188

    NEW ROOF July 2025! Always have had a dry basement. Welcome home to this beautifully maintained ranch in desirable Waukesha neighborhood. This home offers comfort, style & functionality throughout. You'll love the open, light-filled layout with generous living, family & dining areas. Heart of the home is the updated kitchen featuring granite countertops, quality maple cabinetry, kitchen island

    Laurie Reichelt First Weber Inc - Menomonee Falls

    2202 Lander Ln, Waukesha, WI 53188
  • /30

    $450,000

    • 13,680 Sq Ft

    137 Wisconsin Ave, Waukesha, WI 53186

    Great opportunity to own and occupy this 13,680 sq foot office building located in downtown Waukesha with high traffic counts. Main floor has been completely remodeled with a large open area, conference room and multiple private offices. Upper floor has multiple office space, conference room and hosts new flooring and freshly painted walls. Lower level offers room expansion and some new

    Mary Tesch Lannon Stone Realty LLC

    137 Wisconsin Ave, Waukesha, WI 53186
  • /40

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 1,887 Sq Ft

    2710 Oakcrest Dr, Waukesha, WI 53188

    You will be proud to call this 4 bedroom, 2.5 bath Colonial home! Situated in convenient Brighton Crest Subdivision - this property has it all! Covered entrance leads into a spacious foyer with open staircase. Great room is flooded with sunshine and offers a lovely natural fireplace. Kitchen, complete with appliances, boasts a nice dinette area, pantry cupboard, and planning desk. Formal dining

    Joan Kullmann Shorewest Realtors, Inc.

    2710 Oakcrest Dr, Waukesha, WI 53188
  • /11

    $449,999

    • 2 Beds
    • 2 Baths
    • 1,652 Sq Ft

    1436 Tenny Ave Unit 101, Waukesha, WI 53189

    The Sycamore at Aspen Overlook offers a stunning first floor 2 Bed, 2 Bath with an awesome open concept design you have been dreaming of! Impressive Owner's Suite has double vanity, shower stall and WIC. The spacious home will delight with a separate Sunroom enhanced with transom windows and patio access. Great Room/Kitchen showcases soaring ceilings, gas fireplace, and a quartz island ideal for

    Joe Orendorf Cornerstone Dev of SE WI LLC

    1436 Tenny Ave Unit 101, Waukesha, WI 53189
  • /19

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft

    1430 Tenny Ave Unit 201, Waukesha, WI 53189

    Welcome to the Sequoia at Aspen Overlook. This stunning new construction second floor 3 Bed, 2 Bath home features the open concept design you've dreamt of. 2 car garage w/ private entrance. Owner's suite w/ double vanity & huge windows. The center of the home features the Kitchen & Great Room w/ soaring ceilings, gas fireplace, & a large quartz island. Spacious composite deck has access from both

    Joe Orendorf Cornerstone Dev of SE WI LLC

    1430 Tenny Ave Unit 201, Waukesha, WI 53189
  • /20

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft

    1432 Tenny Ave Unit 201, Waukesha, WI 53189

    Welcome to the Sequoia at Aspen Overlook. This stunning new construction second floor 3 Bed, 2 Bath home features the open concept design you've dreamt of. 2 car garage w/ private entrance. Owner's suite w/ double vanity & huge windows. The center of the home features the Kitchen & Great Room w/ soaring ceilings, gas fireplace, & a large quartz island. Spacious composite deck has access from

    Joe Orendorf Cornerstone Dev of SE WI LLC

    1432 Tenny Ave Unit 201, Waukesha, WI 53189
  • /35

    $499,900 Open Sun 12PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft

    2848 Fox Lake Cir Unit 10/201, Waukesha, WI 53189

    *MOVE IN READY - 2ND FLOOR UNIT* Come see this beautiful 3 bedroom, 2 bath, 2nd floor condo in Fox Lake Circle! Open concept floor plan with 10' ceilings, gas fireplace and open den/office space off great room. Kitchen features large island with quartz countertops, stainless steel appliances, pantry, private balcony and attached 2 car garage.

    Kimberly Becker Kings Way Realty, LLC

    2848 Fox Lake Cir Unit 10/201, Waukesha, WI 53189

Home Trends in Waukesha, WI

Housing Trends

Median Sale Price
$395,000
Median Single Family Sale Price
$395,000
Median 2 Bedroom Sale Price
$290,000
Median 1 Bedroom Sale Price
$175,000
Average Price Per Sq Ft
$229
Number of Homes for Sale
311
Last 12 months Home Sales
996
Months of Supply
3.70
Median List Price
$399,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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