Middleton WI Real Estate

Middleton WI Neighborhood SignMiddleton WI's motto, “It’s better here,” tidily sums up local opinion. And many visitors and homebuyers are quick to agree. Located just 5 minutes west of the Capitol, Middleton is a small community that offers its residents easy access to a multitude of walking trails and other opportunities to commune with nature while remaining near all the conveniences and amenities a city has to offer. Middleton’s perfect combination of charm and convenience earned it Money’s Magazine’s "#1 Best Place to Live in 2007" and "#4 Best Place to Live in 2009". But Middleton's quaint atmosphere isn’t the only reason people want to move here. Middleton's high-ranked schools and gorgeous parks are also major draws to people of all ages, as well as families looking for a great place to live. Browse Middleton homes for sale below or make a selection from our Middleton condo directory. To read more about Middleton homes and lifestyles Click Here

View Middleton WI Homes For Sale:

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$900,000 - $1,000,000 Over $1,000,000
104 Properties Found. Page 1 of 5

Fabulously Bathed In Natural Light From All Sid...

Photo of Listing #1791721

$1,595,000 Active

  • 4 Beds
  • Baths
  • 3.9 Acres
  • 4,710 ft²

Single Family

3359 Timber Ln, Middleton, WI

MLS® #1791721

Fabulously Bathed In Natural Light From All Sides This Striking Contemporary Masterpiece Is Amazing From The Moment You Pull In The Gated And Fenced Yard. Full Length Windows Thruout, Acacia Flooring, German Bulthaup Kitchen, Radiant In Floor Heat Everywher...

Come Enjoy This 5 Acre Slice Of Heaven Backing ...

Photo of Listing #1793479

$1,350,000 Active

  • 4 Beds
  • Baths
  • 4.59 Acres
  • 6,042 ft²

Single Family

7697 Moraine Ridge Rd, Middleton, WI

MLS® #1793479

Come Enjoy This 5 Acre Slice Of Heaven Backing To The Ice Age Trail, The Views Are Endless And The Serenity Can Be Enjoyed From The Patio Or The Deck. Designed By Architect Bob Bouril, This Home Is Stunning With Exposed Beams, First Floor Master With Walk ...

Custom-built Dream Home With 120 Feet Of Level ...

Photo of Listing #1769397

$1,199,000 Active

  • 6 Beds
  • Baths
  • 0.33 Acres
  • 7,198 ft²

Single Family

2898 Tomahawk Ct, Middleton, WI

MLS® #1769397

Custom-built Dream Home With 120 Feet Of Level Lake Mendota Frontage And Sweeping Lake Views! Permanent Hoist On Quiet Inlet. Home Has A Northwoods Feel With Hand-hewn Log Millwork Throughout The Home, From The Staircases To The Beams Upstairs. Stone Firepl...

Walk Into This Immaculate Home And Be Impressed...

Photo of Listing #1795683

$1,100,000 Offer-Show

  • 6 Beds
  • Baths
  • 0.88 Acres
  • 5,368 ft²

Single Family

3279 Saracen Way, Middleton, WI

MLS® #1795683

Walk Into This Immaculate Home And Be Impressed! Custom Built In 2008 By Temple Builders, High Quality And Timeless Features Throughout. 10' Ceilings, Crown Molding, Wide Plank Flooring And High-end Kitchen, Facing Southwest For Beautiful Natural Light. Ret...

Classic Beauty. This Traditional Home Does Not ...

REDUCED 9% Photo of Listing #1768126

$1,070,000 Active

  • 5 Beds
  • Baths
  • 1.43 Acres
  • 6,886 ft²

Single Family

3952 Caribou Rd, Middleton, WI

MLS® #1768126

Classic Beauty. This Traditional Home Does Not Miss A Detail. From Its Grand Setting And Views To Stunning Finishes And Open, Yet Formal Design, It Is Welcoming & Elegant. Floor To Ceiling Windows Let The Light In, While The Kitchen - A Chef’s Dream, The Lo...

Simply The Most Elegant & Well-appointed Home O...

Photo of Listing #1795949

$949,900 Active

  • 5 Beds
  • Baths
  • 0.8 Acres
  • 5,228 ft²

Single Family

3243 Fernglade Rd, Middleton, WI

MLS® #1795949

Simply The Most Elegant & Well-appointed Home On Madison's Westside. Custom Built Home By Willy Keuler Construction. This Special 5600 Sf Home Offers You 5 Br's, 4+ Car Garage, 3.5 Ba's, Lg Open Floor Plan W/10' Ceilings, Natural Plant Wood Floors Throughou...

Outstanding Traditional All Brick Home Located ...

Photo of Listing #1794854

$899,900 Active

  • 6 Beds
  • Baths
  • 1.02 Acres
  • 6,497 ft²

Single Family

7735 Summerfield Dr, Middleton, WI

MLS® #1794854

Outstanding Traditional All Brick Home Located On A Prime Acre Lot W/views, Privacy & Tons Of Curb Appeal. This Beautiful Custom Home Has It All! Gracious Front Entry W/curving Staircase. Formal Lr & Dr. Main Flr Office. Gourmet Kitchen W/professional Grade...

Summit Pass Dream Home! This Beautiful 4+ Bedro...

Photo of Listing #1792422

$899,900 Active

  • 4 Beds
  • Baths
  • 1.4 Acres
  • 5,470 ft²

Single Family

4540 Nina Ln, Middleton, WI

MLS® #1792422

Summit Pass Dream Home! This Beautiful 4+ Bedroom Home Sits On Almost 1 1/2 Wooded Acres. Enjoy Privacy & Amazing Panoramic Countryside & Capital Views. Huge Welcoming Foyer, Gourmet Kitchen And Very Generous Sized Rooms Throughout! Master Suite Has Bonus S...

Town Of Middleton! Lovely Prairie Craftsman All...

REDUCED 3% Photo of Listing #1760032

$869,000 Active

  • 4 Beds
  • Baths
  • 1.61 Acres
  • 5,612 ft²

Single Family

7887 Almor Dr, Middleton, WI

MLS® #1760032

Town Of Middleton! Lovely Prairie Craftsman All-brick Home By Design Shelters, Featuring Wonderful In-ground Pool/screened Cabana. Gorgeous 1.6 Acre Wooded Lot. Great Room W/fabulous Vaulted Ceiling. Dream Kitchen W/maple Cabinets, Corian Counter-tops. Wine...

Estimated Complete Date: May 2017. Golf Course ...

Photo of Listing #1783439

$867,010 Active

  • 3 Beds
  • Baths
  • 0.3 Acres
  • 2,448 ft²

Single Family

4261 Callaway Ct, Middleton, WI

MLS® #1783439

Estimated Complete Date: May 2017. Golf Course Villa In The Community Of Bishops Bay. Private Luxury W/ Top Notch Quality. Green Built Certified Home Which Has Been Professionally Decorated. Beautiful View Of Bishops Bay Golf Course And Hole 5. Wolf & Sub Z...

Grand Prairie Style 5 Br/5 Ba Home On Tree-line...

Photo of Listing #1793288

$825,000 Offer-Show

  • 5 Beds
  • 5 Baths
  • 0.17 Acres
  • 4,371 ft²

Single Family

6814 Erdman Blvd, Middleton, WI

MLS® #1793288

Grand Prairie Style 5 Br/5 Ba Home On Tree-lined Middleton Hills Boulevard! Open Concept Design With 3-sided Fp Is Perfect For Entertaining. Chef’s Kitchen With New Ss Fridge, 2 Ovens, Granite, Opens To Deck. Main Floor Master Retreat With Private Deck, La...

Absolutely Stunning & Ready For Entertaining!!!...

Photo of Listing #1797366

$799,900 Active

  • 4 Beds
  • Baths
  • 0.31 Acres
  • 5,462 ft²

Single Family

9530 Blue Heron Dr, Middleton, WI

MLS® #1797366

Absolutely Stunning & Ready For Entertaining!!! This Amazing Home Boasts Vaulted Ceilings, Wrought Iron Staircase, Red Birch Hardwood Flooring, Wolf Range, Custom Glazed Cabinetry, Viking Refrigerator, Miele Coffee System, 1st Floor Huge Master Suite W/ Tra...

Wonderful Transitional Home With Spectacular Vi...

Photo of Listing #1795989

$799,900 Active

  • 5 Beds
  • Baths
  • 1 Acres
  • 5,333 ft²

Single Family

7340 Summit Ridge Rd, Middleton, WI

MLS® #1795989

Wonderful Transitional Home With Spectacular Views Of The Countryside. Spacious 5 Bedroom Home With 4.5 Baths, Main Floor Office And Open Floor Plan. Lovely Dining Room With Bay Window, Gourmet Kitchen With Wolf Range, Breakfast Bar And Walk-in Pantry. Welc...

Stunning Middleton Hills Parade Home Features 5...

Photo of Listing #1793460

$779,900 Offer-Show

  • 5 Beds
  • Baths
  • 0.18 Acres
  • 3,783 ft²

Single Family

6920 Ramsey Rd, Middleton, WI

MLS® #1793460

Stunning Middleton Hills Parade Home Features 5 Bedrooms, Attached Garage, And Private Fenced Yard. Loaded With Upgrades: Chef’s Kitchen, Sub Zero/wolf Appliances, Granite/solid Surface Countertops, Customized Pantry, And A Generous, Open Floor Plan For En...

Completion Date 5 Months From Signed Building C...

NEW Photo of Listing #1797995

$775,000 Active

  • 5 Beds
  • 3 Baths
  • 0.37 Acres
  • 4,165 ft²

Single Family

4842 Breakers Rock Rd, Middleton, WI

MLS® #1797995

Completion Date 5 Months From Signed Building Contract. The Classic 1960's Mid-century Modern Home Returns With Modern Features. The Same Architecture Of This Very Special Era And Still Timeless. Iconic Features Are Huge Windows To Let The Outside Inside, S...

Completed 5 Months From Signed Building Contrac...

Photo of Listing #1793275

$775,000 Active

  • 4 Beds
  • Baths
  • 0.4 Acres
  • 3,190 ft²

Single Family

4853 St Annes Dr, Middleton, WI

MLS® #1793275

Completed 5 Months From Signed Building Contract. Build This Elegant Home On The 12th Hole Of Bb Golf Course W/ Spectacular Views! 3 Car Side Entrance Garage. Mud Rm Lockers, Drop Zone. Beautiful Custom Dining W/ Crown Molding. Gorgeous Kitchen Ss Appl's, W...

This Luxurious Estate Perfectly Connects To The...

REDUCED 3% Photo of Listing #1794305

$759,500 Active

  • 5 Beds
  • 5 Baths
  • 1.96 Acres
  • 5,178 ft²

Single Family

7681 Moraine Ridge Rd, Middleton, WI

MLS® #1794305

This Luxurious Estate Perfectly Connects To The Natural Beauty Of Its Surroundings. Gorgeous Gardens Are Highlighted By A 5000 Gallon Pond With 3 Fountains. Enjoy The Spectacular Sunset Views On The Large Trex Deck Or Patio With Built-in Gas Fireplace That ...

Beautiful Middleton Home Blends Classic Archite...

REDUCED 3% Photo of Listing #1795667

$750,000 Offer-Show

  • 5 Beds
  • Baths
  • 1.08 Acres
  • 5,066 ft²

Single Family

3959 Swoboda Rd, Middleton, WI

MLS® #1795667

Beautiful Middleton Home Blends Classic Architecture & Traditional Finishes W/the Modern Amenities That Make Daily Living Luxurious. Before Even Entering The Home You’ll Fall In Love With The Welcoming Façade & It’s Sweeping Front Porch. Inside, Sunny Rooms...

As Featured In Madison Magazine, This Stunning ...

Photo of Listing #1795515

$749,900 Active

  • 4 Beds
  • Baths
  • 0.54 Acres
  • 5,910 ft²

Single Family

3567 Sabaka Tr, Middleton, WI

MLS® #1795515

As Featured In Madison Magazine, This Stunning 4 Bedroom, 4 Bath Marvel Boasts Sleek, Contemporary Design While Maintaining The Lovely Warmth Of Home. Lavish, Open Design Flows From One Room To The Next And Is Accentuated By Upscale Finishes Including Grani...

New Construction In The Town Of Middleton. Cons...

Photo of Listing #1797042

$748,900 Active

  • 4 Beds
  • Baths
  • 0.77 Acres
  • 2,882 ft²

Single Family

L12 Loveland Pass, Middleton, WI

MLS® #1797042

New Construction In The Town Of Middleton. Construction To Begin Upon Accepted Offer. Large Lot With Southern Exposure. Spacious Open Floor Plan With Two Story Great Room. Gourmet Kitchen With Island, Walk In Pantry And Dinette Area. A Wall Of Windows That...

Inspired By The Pasadena Bungalows, This Home F...

Photo of Listing #1797471

$725,000 Offer-Show

  • 4 Beds
  • Baths
  • 0.16 Acres
  • 2,918 ft²

Single Family

3615 John Muir Dr, Middleton, WI

MLS® #1797471

Inspired By The Pasadena Bungalows, This Home Features Gorgeous Craftsmanship With Amazing Woodwork Throughout. Sunrises Over The Pheasant Branch Conservancy Are Yours To Cherish As You Take In That Spectacular View. A Grand Front Porch Welcomes As You Step...

Completion Date 5 Months From Signed Building C...

NEW Photo of Listing #1797994

$700,000 Active

  • 5 Beds
  • 3 Baths
  • 0.29 Acres
  • 4,165 ft²

Single Family

4916 Augusta Dr, Middleton, WI

MLS® #1797994

Completion Date 5 Months From Signed Building Contract. The Classic 1960's Mid-century Modern Home Returns With Modern Features. The Same Architecture Of This Very Special Era And Still Timeless. Iconic Features Are Huge Windows To Let The Outside Inside, S...

Custom Built Home Featuring A Grand Living Room...

Photo of Listing #1797529

$699,900 Active

  • 5 Beds
  • Baths
  • 0.92 Acres
  • 5,120 ft²

Single Family

7589 Heather Knoll Ln, Middleton, WI

MLS® #1797529

Custom Built Home Featuring A Grand Living Room With Soaring Ceiling And Wall Of Windows, Formal Dining Room And A Cozy Kitchen With Craftsman Style Cabinetry And Sitting Area Next To The Fireplace. Main Level Master Suite With Spa Bath And Double Walk-in C...

Immaculate, Completely Custom 2story Home On Ra...

REDUCED 1% Photo of Listing #1788289

$699,900 Active

  • 3 Beds
  • Baths
  • 0.4 Acres
  • 2,970 ft²

Single Family

5034 Congressional Hill, Middleton, WI

MLS® #1788289

Immaculate, Completely Custom 2story Home On Rare Elevated Bishops Bay Lot. Opened Floor Plan W/natural Light, Large Windows, 10’+ Ceilings, Wide-plank Ash Wd Floors. Grand Kitchen Feat. Large Island, Cambria Counters, Custom Cabinetry/tiled Backsplash, Sub...

Middleton WI Lifestyle

Tiedeman Pond ducks in Middleton WIKnown as The Good Neighbor City, Middleton residents love where they live and are happy to talk about the places they frequent. Middleton Beach residents love living on the lake while nature lovers convene at Tiedeman’s Pond to listen to birds sing on a Spring day. Middleton Hills residents love their highly walkable neighborhood and nearby nature preserve Pheasant Branch Conservancy. Middleton's Good Neighbor Trail bike path leads to Middleton's many parks, baseball games, Lakeview Park Splashpad, dog enclosure and Middleton Pool. Walk or bike to the Middleton Public Library, phenomenal in size for a small city. Walk down the street and take your pick of places to eat. Whether Italian, Cajun, a great burger, or pie at the Hubbard Street Diner, you'll be spoiled for choice. Shopping is so enjoyable when you have a choice between quaint downtown shops and historic Greenway Station with its fantastic designer stores.

Middleton Homes & Neighborhoods

Homes near downtown Middleton evoke Norman Rockwell images in styles varying from gingerbread to Craftsman to prairie vernacular. The newer subdivision of Middleton Hills features homes with substantial Craftsman influence with a New Urbanism-influenced street plan. Developments immediately west of Middleton proper feature many attractive newer homes ranging from country estates to modern suburbia surrounded by century farms. Many area roads are named for pioneer families from Switzerland and Germany whose descendants still live and work on their original land. On the east side, luxury condominiums line country club fairways for those ready for more refined relaxation. 

While the average price of a home in Middleton is higher here, there is a surprising array of options here including condos in every price range. But you'd never know it from taking a simple stroll through the community. Not only is Middleton home to stunning homes of every description, charming restaurants and quaint shops, it also features plenty of natural greenery and pleasing landscaping. While some of the most popular subdivisions include Middleton Hills, Northlake Neighborhood, and Foxridge Hills, there are more than two dozen other neighborhoods to choose from ranging from quaint in-town lofts, bungalows and picturesque Victorians to newer subdivisions featuring contemporaries, prairie-craftsman style homes, single level ranches, and transitionals. With each subdivision offering its own unique personality, but with all of them tied together in the true spirit of a small town, it's easy to locate a subdivision to suit just about anyone’s taste and lifestyle. Some of the more popular Middleton subdivisions for single family homes include Baskerville Harbor, Blue Glacier Valley, Burmesters, Cardinal Point Estates, Cedar Ridge, Cherrywood, Enchanted Valley, Foxridge Hills, Hidden Oaks, High Point Estates, Middleton Hills, Misty Valley, Noll Valley, Northlake Neighborhood, Orchid Heights, Park Lawn, Parkside Heights, Prairie Home Estates, Sauk Prairie Estates, Shorecrest, Spring Hill Estates, Stonebrook Estates, Stonefield Village, Sunset Ridge, and the Village of Middleton.

Middleton Shopping & Entertainment

A revitalized turn-of-the-20th century downtown offers substantial evidence of local character. With Victorian storefronts and historic train depot, downtown Middleton is also home to a craft brewery, many restaurants, converted warehouse lofts, and the National Mustard Museum, itself the campus for Poupon UPopular Middleton subdivisions include Middleton Hills, Northlake Neighborhood, and Foxridge Hills as well as more than two dozen other subdivisions to choose from ranging from quaint in-town bungalows and picturesque Victorians to newer subdivisions sporting contemporaries, prairie craftsmans, ranches, and transitionals. These subdivisions include Baskerville Harbor, Blue Glacier Valley, Burmesters, Cardinal Point Estates, Cedar Ridge, Cherrywood, Enchanted Valley, Hidden Oaks, High Point Estates, Misty Valley, Noll Valley, Orchid Heights, Park Lawn, Parkside Heights, Prairie Home Estates, Sauk Prairie Estates, Shorecrest, Spring Hill Estates, Stonebrook Estates, Stonefield Village, and Sunset Ridge.

Middleton WI Parks & Recreation

Though civic leaders don’t openly crow about it, Middleton’s park system would make most cities jealous. Pheasant Branch Conservancy, contains many acres of old growth lowland hardwood forest with wetlands fed by a million-gallon-a-day spring. Home to a thriving community of threatened Blanding’s turtles and a nesting pair of bald eagles, the conservancy offers miles of tree-shaded creekside hiking and biking trails, many of them paved. Other notable public areas include: a dog park where, in the words of a recovering Manhattanite, “even the dogs are Wisconsin friendly”; public hunting and fishing grounds; a day-use state park with a swimming beach; and an in-town county park with overnight camping. You’ll also find indoor and outdoor aquatic centers, an outdoor tennis center, and a children’s splash park.

Middleton Public Schools

If you've got kids, they'll go to fantastic Middleton WI schools -- rated some of the best schools in Wisconsin. The Middleton-Cross Plains Area School District is among the state’s highest rated.  Active parental involvement keeps public education functioning at high levels despite classroom size concerns. Because the district includes a large geographic area, some students have longer bus rides.

For more information on Middleton real estate and lifestyles, reach out to a Lake & City Homes Middleton specialist today!

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