Middleton Homes under $1 million

Welcome to Middleton, a charming city nestled in the heart of Wisconsin that perfectly balances suburban tranquility with urban convenience. Known for its vibrant community spirit and picturesque landscapes, Middleton boasts a rich tapestry of parks, lakes, and recreational activities, making it an ideal place for families, professionals, and retirees alike.

As you explore this delightful city, you’ll find an array of amenities that cater to every lifestyle. From boutique shopping and gourmet dining to expansive parks and top-rated schools, Middleton offers something for everyone. The city's commitment to preserving its natural beauty is evident in its well-maintained trails and green spaces, perfect for outdoor enthusiasts and nature lovers.

For those considering a move to Middleton, the real estate market offers an exciting array of homes priced under $1 million. Whether you’re searching for a cozy single-family home, a modern townhouse, or a charming ranch-style property, Middleton has it all. This diverse selection of homes ensures that you can find the perfect fit for your needs and budget, all while being part of a welcoming community.

Living in Middleton means enjoying a high quality of life without the hefty price tag often associated with larger cities. With easy access to nearby Madison, residents can enjoy the best of both worlds—small-town charm and big-city amenities. Discover your dream home in Middleton today, and experience the warmth and vibrancy of this exceptional city!

Newest Middleton Homes under $1 million

$725,000

5 Beds ⋅ 3 Baths ⋅ 73583781 MLS

This multi-family is located in the center of Middleton with direct access to Rte. 114. The first unit has 2 bedrooms and 2 baths, as well as a shared laundry area. The second unit includes the 2nd and 3rd floor of the house, with 3 bedrooms and 1 bath. There is a large detached garage with parking for 1 car and a large flexible area for a workout room, meditation room, craft room. Sliding doors go out to a fenced in yard with landscaping. The house is being sold AS IS. Please submit your offer by Tuesday at noon.

32 N Main Street, Middleton

Listing courtesy of Listing Agent: Sheila MacDonald from Listing Office: J. Barrett & Company.

$879,000

2 Beds ⋅ 3 Baths ⋅ 73583663 MLS ⋅ ['Riverview Park'] BLDG.

Desirable End Unit located at Riverview Park in Middleton, a premier 55 + community. This sunny townhouse is in pristine condition and features an oversized 2 car attached garage with direct entry. The first floor offers a living room with hardwood floors, cathedral ceilings and a gas fireplace. There is slider leading to the private deck overlooking lush greenery. Enjoy the spacious kitchen with a beautiful dining area, custom cabinetry, granite countertops and stainless appliances. Highly desired first-floor primary suite with a double vanity and walk-in closet. The second floor boasts an open loft area, a large office, charming den, and second bedroom with double closets and full bathroom. Large, walk-out lower level with a patio. Peaceful setting yet convenient to shopping, restaurants, and all that Middleton has to offer. See the Open House schedule.

35 Peaslee Circle Unit 35, Middleton

Listing courtesy of Listing Agent: Deborah Terlik from Listing Office: Keller Williams Realty Evolution.

$659,000

2 Beds ⋅ 2 Baths ⋅ 73582583 MLS ⋅ ['Ferncroft Tower'] BLDG.

Welcome to this spacious, light-filled 1765 sq.ft. CORNER residence offering comfortable living and beautiful golf course and pool views. The well-appointed kitchen features abundant custom cabinetry, extensive granite counter space, attractive finishes, and a practical layout ideal for cooking and entertaining. Its open connection to the adjoining living areas keeps the space bright, social, and functional. Expansive living and dining areas flow together effortlessly, creating an inviting setting for everyday relaxation and gatherings. Large windows and sliders fill the home with natural light while framing peaceful views of the surrounding trees and landscaped grounds. The generously sized primary bedroom offers ample space for a sitting area and has a custom walk-in closet. Its remodeled en-suite bathroom features a double-sink vanity, lovely cabinetry, and a beautifully tiled shower. An additional remodeled full bathroom provides convenience for residents and guests. The oversized laundry area accommodates an extra-large washer and dryer while offering valuable organization and storage possibilities. Excellent closet space throughout the residence provides even more room for everyday necessities. A flexible second bedroom is well suited for guests, a home office, reading room, or den. The long private balcony, accessible from the living room, primary bedroom, and second bedroom, provides a wonderful place to enjoy fresh air, sunshine, and tranquil treetop views. With generous proportions, impressive storage, custom cabinetry, an oversized laundry area, and comfortable indoor-outdoor living, this exceptional residence is ready to welcome its next owner. In addition to the above, residents enjoy the comfort and safety of 24-hr security, updated fitness center, large function room, on-site maintenance superintendent and property manager. All Utilities are included in condo fee. ***Seller is a Fiduciary and has never lived in the property. Language for Fiduciary Rider is attached.***

40 Village Rd. Unit 1203, Middleton

Listing courtesy of Listing Agent: Ann McGuiggin from Listing Office: Country Crossroads Realty Associates LLC.

$575,000

2 Beds ⋅ 2 Baths ⋅ 73579130 MLS ⋅ ['Ferncroft Tower'] BLDG.

This distinctively beautiful 2 bd/2ba, 1531 s.f. condo offers the discriminating buyer an ambiance beyond compare. Walls of windows/sliders open to a 35 ft. private balcony which overlooks manicured lawns. The updated kitchen features all appliances, multiple custom cabinetry, granite counters, tiled backsplash, ample desk area, and opens graciously to the large living/dining room featuring gleaming hardwood floors with a beautiful corner electric fireplace which make for cozy evenings during the cold winter months. The newly renovated guest bath boasts a large walk-in shower with tiled stone ceramic walls/floor. The 20x13 s.f. prime bedroom suite boasts a 12x6 ft. customized walk-in closet plus 2 additional closets and updated ensuite prime bath. Garage parking, extra storage, 24-hr. security, function room with full kitchen, state-of-the-art fitness center, heated outdoor pool, 24-hr. security, on-site manager, on-site maintenance superintendent, easy access to highways and shopping are only some to the many amenities the residents enjoy at the prestigious Ferncroft Tower. Best of all--maintenance fee INCLUDES ALL UTILITIES!! SINGLE-LEVEL LIVING AT ITS BEST!!

511 Ferncroft Tower Unit 511, Middleton

Listing courtesy of Listing Agent: Ann McGuiggin from Listing Office: Country Crossroads Realty Associates LLC.

$779,900

4 Beds ⋅ 4 Baths ⋅ 73578615 MLS

RARE FIND! This exceptional townhouse offers incredible multi-generational flexibility, and convenience with 4 bedrooms, 3.5 baths, TWO MASTER SUITES, a PRIVATE ELEVATOR, 3-CAR GARAGE, a walk-up attic, and fenced-in patio! Enter from the front door or garage and take the stairs—or your private elevator—to every living level. The main level features a recently renovated kitchen with abundant cabinet space and dedicated eating area, formal dining room, spacious fireplaced living room, and half bath. Step directly from the kitchen onto the private, fenced-in patio—perfect for outdoor entertaining. Upstairs, the expansive primary Master Suite is a true retreat. French doors open to a private sitting area with wet bar, while a gas fireplace separates the sitting room from the bedroom. Enjoy two double closets plus a walk-in closet and a large en-suite bath with double vanity, Jacuzzi tub, walk-in shower, and separate commode closet. Convenient laundry closet located in the common hallway. The next level offers a second Master Suite with walk-in closet and full bath, plus another full hallway bath, third bedroom, and versatile flex room ideal for an office, playroom, gym, or fourth bedroom. The top level features a spacious walk-up attic for excellent storage and houses two of the home's THREE BRAND-NEW HVAC SYSTEMS—a $45,000 investment already completed! Rarely does a home offer this much space, functionality, parking, and accessibility under one roof. Private elevator, multiple suites, 3-car garage, outdoor space, renovated kitchen, and major mechanical upgrades—this one truly checks the boxes. Don't miss it!

8 Dansreau Place Unit 8, Middleton

Listing courtesy of Listing Agent: Kevin Sexton from Listing Office: William Raveis R.E. & Home Services.

$449,000

1 Beds ⋅ 1 Baths ⋅ 73569642 MLS ⋅ ['Ironwood On The Green'] BLDG.

Come see this pristine Bedroom + Den unit (use the den "your way") ! This property is conveniently located at the junction of routes 1 and 95 abutting the famed and breathtakingly beautiful Ferncroft Golf Course. Enjoy resort style living which includes, an outdoor heated pool with expansive patio space and furnishings, a grand foyer, Celebration Room with kitchen (can be rented for personal occasions) a game / sharing library room, pick-up, drop-off dry cleaning service, package delivery room, pet relief park and SO MUCH MORE! Unit 614 has green space views from it's private balcony, and is in move-in condition! Deeded garage parking and an assigned space outdoors for your guests! This is an Estate Sale and will require Court approval which is not expected to be protracted. Seller is going to pre- pay the Assessment for Balcony Project be done 2027. BUYERS AGENT NOTE: please call with 24 hours of notice for showings.

38 Village Road Unit #614, Middleton

Listing courtesy of Listing Agent: Beth Miller from Listing Office: Churchill Properties.

$474,900

1 Beds ⋅ 1 Baths ⋅ 73568213 MLS ⋅ ['Ferncroft Tower'] BLDG.

Rarely offered,1200 s.f. CORNER 1 bedroom, 1 bath condo with walls of windows which open to a 25 ft. private balcony overlooking the pool, lush grounds and offering a beautiful tranquil space. This lovely condo features a large primary bedroom offering a wall of closet plus a walk-in closet. The magnificent totally updated kitchen is a chef's dream featuring custom cabinets galore, wall oven, induction cook top, Marmoleum floor, granite counters, and best of all, enjoy your morning coffee looking out at the Ferncroft Golf course. The main bath has been totally updated and --surprise, this pristine unit comes with a great laundry room. Adjacent to the dining area is your private office with sliding glass doors for privacy. Other features include: an assigned garage parking space, extra storage space, fitness center, function room, heated outdoor pool, 24-hour security, on-site manager and resident building superintendent, easy access to highways are only some of the many amenities one enjoys at the prestigious Ferncroft Tower. BEST OF ALL--THE HOA FEE INCLUDES ALL UTILITIES. SINGLE-LEVEL LIVING AT ITS BEST!

40 Village Rd. Unit 308B, Middleton

Listing courtesy of Listing Agent: Ann McGuiggin from Listing Office: Country Crossroads Realty Associates LLC.

$570,000

2 Beds ⋅ 2 Baths ⋅ 73567395 MLS ⋅ ['Village At Masi Meadow'] BLDG.

WELCOME TO THE VILLAGE AT MASI MEADOW! Units rarely become available at this coveted 55+ community and it's easy to see why! This second floor unit is absolutely pristine and has been impeccably updated, maintained and very lightly lived in during the sellers ownership. Loaded with natural light, the unit features an open concept living room/dining area, updated kitchen featuring newer stainless steel appliances, 2 spacious bedrooms, an office and 2 full baths. 3 car parking including 1 garaged spot, ample closet and storage space, central AC, in unit washer/dryer. Enjoy either the front porch or covered private screened back porch overlooking conservation area as the perfect spot for a morning cup of coffee or evening cocktail! Professionally managed and maintained, this property is not to be missed!

3C Masi Meadow Unit C, Middleton

Listing courtesy of Listing Agent: Cheryl Caldwell from Listing Office: William Raveis Real Estate.

$364,000

1 Beds ⋅ 2 Baths ⋅ 73565417 MLS ⋅ ['Ferncroft Tower'] BLDG.

Enjoy bucolic grounds & pool views from Walls of Windows opening to a 20 ft. private patio in this beautiful, pristine 1 bedroom, 1.5 bath 945 s.f. condo. Single-level living at its best in the desirable Ferncroft Tower! This lovely unit offers a fully applianced kitchen with plenty of custom cabinets and counter space. The prime bedroom features a large walk-in closet and ensuite bath. The half bath has been updated. New sliders and window were installed recently. Garage parking, extra storage, newly renovated fitness center with sauna, function room with full kitchen and capacity for 125 guests, on-site manager and maintenance superintendent, easy access to shopping and major highways, 24-hr. security are just a few of the many amenities this fine home offers. The condo fee INCLUDES ALL utilities. Move right in, put your feet up and savor the spectacular views!!! Sold in "AS IS" condition.

40 Village Rd Unit 108A, Middleton

Listing courtesy of Listing Agent: Ann McGuiggin from Listing Office: Country Crossroads Realty Associates LLC.

$799,900

4 Beds ⋅ 4 Baths ⋅ 73562452 MLS

What an amazing opportunity for the savvy investor! Known as the Philip Knight House, this remarkable circa 1753 Colonial era homestead has welcomed generations of stewards for more than 270 years. From Philip Knight to Captain Henry Quiner, the Noyes family of soapmakers, then into a working farm with fruit trees and a working cider mill, and later the beloved Blue Door Bed & Breakfast. Each owner has left a lasting mark, while preserving a piece of Middleton's history. Now, the next chapter is yours to write. Will you restore the original pumpkin pine floors and celebrate its remarkable heritage, or reimagine the property for generations to come? However you envision its future, this is a rare opportunity to leave your mark on one of Middleton's most historic homes. Set on approximately 1.29 bucolic acres, this home currently offers over 3,200 sq ft of living space with 4 beds and 3.5 baths (including a 1 bed/1 bath accessory dwelling), along with an oversized 3 car garage and extended driveway, providing the flexibility to restore, renovate, or reimagine to suit your vision. Original architectural details blend with generations of additions, creating a home that's as unique as its history. Outside, the generous lot offers mature landscaping, open space, and room to enjoy the peaceful surroundings. A commuter's dream, conveniently located minutes from several local highways to Boston or points North, while remaining close to all Middleton has to offer, including MASCO just down the road. Whether you're searching for a one-of-a-kind historic residence or envisioning something entirely new, the setting is every bit as exceptional as the opportunity. Sold "as is where is" with no repairs or improvements to be made. The property, being offered well below assessed value and in it's present condition, is not likely to qualify for financing. As applicable, obtaining Title V is solely BUYER responsibility. Listed in MACRIS historic assets database for Middleton, any significant redevelopment/teardown of the property may be subject to Middleton Building Department and Historical Commission review, and would need to adhere to potential demolition delay by-laws. Buyers should conduct their own due diligence regarding applicable demolition review requirements.

20 East Street, Middleton

Listing courtesy of Listing Agent: Luciano Leone Team from Listing Office: RE/MAX 360.

$679,000

2 Beds ⋅ 2 Baths ⋅ 73552573 MLS

Situated at 15 Hilldale Ave in Middleton, MA, this single family residence, of appx 1408 square feet of living space, plus a screened room and large deck. This property represents a unique opportunity to acquire a residence in a desirable community. The residence encompasses two bedrooms, one on each floor each designed to provide comfort and privacy. Complementing these sleeping quarters are two full bathrooms, The property is further enhanced by a rear lot on Belleview Road for a total of 14444 square feet, providing a great location for an Accessory Dwelling Unit (ADU), or another house lot, subject to Middleton Rules and regulations.

15 Hilldale Ave, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.

$589,900

2 Beds ⋅ 2 Baths ⋅ 73551002 MLS ⋅ ['Ferncroft Towers'] BLDG.

Experience the ease of single-level living at the highly sought after Ferncroft Towers. This elegantly updated condominium, with large windows admitting abundant light, features two renovated bathrooms, custom designed kitchen with stainless steel appliances, added laundry room, redesigned foyer, popcorn ceilings smoothed, fresh paint and carpet, designer wallpaper and the list goes on. The hard work is done. Move right in to this 1531 sq ft, beauty and start enjoying the surrounding amenities. Relax or entertain on your oversized balcony with striking views of lush surroundings, swim in the in-ground pool, workout in the gym, take a sauna, roll or stroll on nearby trails, join a nearby golf club. This complex continues to impress, offering a parking space in the garage, a function room, extra storage, 24-hour security, indoor mailboxes and on-site management. Situated in a serene area close to golf, trails, shopping, restaurants and major highways, this property seeks to impress!

40 Village Rd Unit 910, Middleton

Listing courtesy of Listing Agent: Pamela Eckmann from Listing Office: Coldwell Banker Realty - Beverly.

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