Middleton Homes for Sale

Welcome to Middleton, a charming city nestled in the heart of Wisconsin, where small-town warmth meets modern convenience. Known for its picturesque landscapes and vibrant community, Middleton offers a unique blend of urban amenities and natural beauty. With its stunning parks, inviting lakes, and well-maintained trails, outdoor enthusiasts will find plenty of opportunities to explore and enjoy the great outdoors. The city is also home to a bustling downtown area filled with delightful shops, restaurants, and cultural attractions, making it a perfect place for social gatherings and family outings.

When it comes to real estate, Middleton boasts a diverse selection of homes for sale that cater to a variety of lifestyles and budgets. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find an array of charming single-family homes, contemporary condos, and spacious townhouses. Many properties feature beautiful gardens and scenic views, allowing residents to enjoy the tranquility of suburban living while being just a short drive from the vibrant city of Madison.

Middleton’s strong sense of community is bolstered by its excellent schools, friendly neighborhoods, and numerous recreational activities. With a focus on quality of life, this city is ideal for those seeking a balanced lifestyle that combines work, play, and relaxation. Explore the homes for sale in Middleton today and discover the perfect place to call home in this delightful Wisconsin gem!

Newest Middleton Homes for Sale

$749,900

3 Beds ⋅ 3 Baths ⋅ 5101579 MLS

Welcome to this beautifully maintained and thoughtfully updated country-chic Colonial, perfectly situated on 5 private acres in Middleton, NH. Offering 3 bedrooms, 3 bathrooms, and over three levels of finished living space, this move-in-ready home seamlessly blends timeless charm with modern updates. Step inside to an inviting open-concept first floor designed for both everyday living and entertaining. The updated kitchen features stainless steel appliances, abundant cabinetry, and flows effortlessly into the dining area and cozy living room, where a gas fireplace creates the perfect gathering space. A spacious formal dining room, first-floor laundry, and convenient half bath complete the main level. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet and an updated en-suite bath featuring a walk-in shower. Two additional generously sized bedrooms and another full bathroom provide comfortable accommodations for family and guests. The finished third floor offers two versatile bonus rooms ideal for a home office, playroom, fitness area, media room, or guest space. The partially finished lower level provides even more flexibility for recreation, hobbies, or additional living space. Outside, enjoy the privacy and beauty of five acres while taking advantage of the oversized two-car garage and expansive yard with endless possibilities for outdoor entertaining, gardening, or simply enjoying the peaceful country setting. Beautifully updated, meticulously cared for, and offering exceptional space inside and out, this home is truly turn-key and ready for its next owners to move right in and enjoy.

10 Partridge Dr, Middleton

$359,900

2 Beds ⋅ 1 Baths ⋅ 5101269 MLS

Enjoy year round living with deeded access to beautiful Sunrise Lake from this sun filled, 2-3 bedroom home! Whether you're searching for your primary residence, a weekend retreat, or a place to create lasting family memories, this property offers the perfect blend of comfort and relaxation. The open concept living area creates a warm and inviting space for everyday living, while the finished lower level family room provides plenty of additional space for movie nights, game days, a home office, fitness area, or overnight guests. A whole house generator offers added peace of mind and comfort throughout every season. Step outside and enjoy evenings around the fire pit, the perfect place to relax or entertain under the stars. A storage shed provides plenty of room for lawn equipment, outdoor gear, and all your lake toys. Just a short walk to one of the two community beaches, you'll enjoy swimming, boating, kayaking, fishing, or simply relaxing by the water all year long. Conveniently located with easy access to Route 16, this home offers an easy commute to the Seacoast, the Lakes Region, and surrounding communities while enjoying the lake lifestyle. Whether you're looking for your first home, your forever home, or a weekend getaway, this property offers the perfect balance of everyday comfort and year round recreation. Open House Saturday 7/25/2026 11:00 AM - 12:30 PM

11 Dudley Dr, Middleton

$749,900

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), subject to Middleton Rules and regulations.

15 Hilldale Ave, Middleton

$1,100,022

3 Beds ⋅ 3 Baths ⋅ 73550711 MLS

MODEL OPEN FOR SHOWINGS~1st OH 7/19 12-1:30. SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome.Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a dramatic 2-STORY family room w/ gas fireplace, a chef’s kitchen with an oversized island, pantry, GAS range & stainless-stl appliances, all bathed in abundance of NATURAL LIGHT! Hardwood floors throughout. Upstairs you’ll find two generously sized bedrooms, each with double closets, along with a full bath featuring a tub/shower combination. Enjoy peaceful views of Boston Brook from your PRIVATE DEEDED YARD w/sliders to a composite deck. Walk out basement for future expansion! Professionally landscaped grounds, 2- car heated garage. maintenance-free exterior & a home warrant

141 Essex Street Unit 141, Middleton

$1,199,900

4 Beds ⋅ 4 Baths ⋅ 73550112 MLS

Welcome to this beautifully appointed 4/5-bedroom colonial, offering the perfect blend of modern comfort and timeless style. The open-concept main level is ideal for everyday living and entertaining, featuring a gourmet kitchen with rich natural cherry cabinetry, generous workspace, and seamless flow into the dining and living areas. Smart-home features, including keyless entry and smart utility controls, provide everyday convenience, while solar panels and a Tesla EV charger add energy efficiency. Enjoy a tree-lined front yard offering privacy and a spacious backyard patio perfect for relaxing or hosting family and friends, and offers producing fruit trees. Just moments from Middleton Pond, you'll enjoy easy access to kayaking, fishing, scenic walks, and the natural beauty of the area. A wonderful opportunity to own a move-in ready home in one of Middleton's most desirable locations, close to downtown and easy access to major routes, right in the MASCO school district.

77 Boston St, Middleton

$769,900

3 Beds ⋅ 2 Baths ⋅ 73549316 MLS

“Pride of Ownership” best describes this “Quintessential New England Cape Cod Style Home with Tudor Style Peaks and Gable Roof “ Home Features 3 Bedrooms,.2 Baths,2 Car Detached Heated Garage, Open Gourmet Kitchen w/ Cherry Cabinets, Granite Counters, SS Appliances, Dining Area & Slider which leads out to Paver Patio & Large Yard ,Formal Open Living Room and Dining Room with Hardwood Floors & Custom Knee Wall , Spacious 1st Floor Primary Bedroom, Vaulted 2nd Floor Family Room Loft , 2nd Floor Vaulted 3rd Bedroom, Nice Large Landscaped & Stone Work Lot with Stone Walls ,Pavers, Paver Patio & Reeds Ferry Shed ,"Great in Town Middleton Location", Dead End Street , 22 Miles from Boston, Access to Major Highways, Gateway to North Shore , NH & Maine, Masconomet Schools

10 Mount Vernon Street, Middleton

$399,900

3 Beds ⋅ 2 Baths ⋅ 5099596 MLS

***Brand New Construction***1.56 Acre Lot with stone walls behind home. This home is stunning inside!! Wide Open interior with granite counters, large kitchen Island, Wood plank feature wall in dining area and also carries around to the entertainment center with barn style door and fireplace!! Gorgeous primary bedroom with walk in closet and an oversized glass shower with many built in features and bench. The deck overlooks back yard and driveway to be paved.

489 Nh Route 153, Middleton

$474,900

3 Beds ⋅ 2 Baths ⋅ 5099512 MLS

Perfectly situated cape on a prime corner lot across the street from Sunrise Lake, this beautifully updated Cape offers the ultimate lakeside lifestyle. Located 350 feet - just a short, two-minute walk – away from the beach and boat launch. The main level features a bright eat-in kitchen that has a pantry and opens directly on to a covered front porch – ideal for your morning coffee - alongside a formal dining room and a cozy living room complete with a pellet stove. Enjoy the ultimate ease of single-level living with a first-floor bedroom that can easily be used as a primary and has a full bath and convenient first floor laundry. High-end slate flooring enhances the living room and downstairs bedroom, offering timeless beauty and easy maintenance. Upstairs, you will find a newly finished oasis boasting three versatile rooms with hard wood flooring and a completed second full, bathroom with a custom tile floor. This home is packed with high-value modern upgrades, including efficient mini-split heat pumps for year-round climate control, newer appliances, a newer septic system, a secure fenced in yard and a whole house generator hook up for peace of mind. Complete with a large walk out basement featuring potential room to build for future living space, this versatile gem is ready for you to move right in and start enjoying lake life! OPEN HOUSE- SAT 7/18 FROM 10AM-12PM AND SUN 7/19 FROM 12PM-2PM

98 Gary Rd, Middleton

$649,000

3 Beds ⋅ 4 Baths ⋅ 5098090 MLS

NEW CONSTRUCTION with lake access, delivering September 1. This home is built with quality and fit for spending time with friends & family at the lake. The main level centers on an open concept kitchen, dining, and living area, built for the kind of gathering that flows from room-to-room, with a large bonus room just 4 steps up from the first level over the garage. The first-floor primary suite is a genuine retreat, with its own ensuite and a walk-in closet sized for real life, not just these listing photos. Two more bedrooms round out the second floor, with plenty of room in the fully finished, walk-out basement for overflow. This home is built for entertaining with year-round comfort, ready for New England winters, not just summer weekends. You'll find real character at every turn with an ease of maintenance that most "comp" properties in this area simply don't offer. Set in the Sunrise Lake district with water rights, the lot itself does a lot of the work: quiet, wooded, the kind of setting where you actually hear the difference. Low-maintenance, new construction means more time on the water and less time on upkeep, whether this is a seasonal escape or your everyday address. Move in by fall: with September 1 delivery locked in, there's still time to make this one yours before the season turns. If you're looking for new construction with real square footage, real materials, and real water access in the NH Lakes region, come see it before someone else does.

73 Spruce Rd, Middleton

$485,000

3 Beds ⋅ 2 Baths ⋅ 5097549 MLS

Welcome to 63 Partridge Drive in Middleton—your private wooded oasis! Nestled on 5.41 acres of beautifully landscaped, level land and set well back from the road, this 3-bedroom, 2-bathroom contemporary retreat offers exceptional privacy and a peaceful country setting, all while remaining conveniently located just 10 minutes to Route 16 and 15 minutes to Route 11. Thoughtfully designed with passive solar, the home maximizes energy efficiency and year-round comfort. Expansive south-facing windows fill the space with natural light while capturing warmth, and dense materials help regulate heating and cooling. Inside, you’ll find a bright, open interior with vaulted ceilings throughout. The kitchen features custom Canadian-made oak cabinetry, stainless steel appliances, and flows into a welcoming dining area—perfect for everyday living or entertaining. At the heart of the home, the living room is anchored by a stunning floor-to-ceiling stone fireplace with a pellet stove insert and mantel, creating a warm and inviting focal point. A glass slider leads to the back deck, where you can relax or entertain while enjoying peaceful views of the surrounding woods. Down the hall, you’ll find three bedrooms—one currently used as a home office—along with a full bathroom. Primary bedroom comes complete with its own private bath. The layout offers both comfort and flexibility to suit a variety of living needs. The lower level provides additional living space with endless potential, featuring a pellet stove, laundry area, and finished space ready for your vision—ideal for a family room, recreation area, home gym, or media room. Additional features include a two-car attached garage and an exterior shed for ample storage. Surrounded by nature yet conveniently located, this home offers a rare blend of privacy, efficiency, and charm. Don’t miss your chance to see it in person. Be sure to review the attached list of seller updates and improvements made during ownership.

63 Partridge Dr, Middleton

$1,295,000

2 Beds ⋅ 4 Baths ⋅ 73542176 MLS

SINGLE FAMILY ALTERNATIVE @ 63 ROWELL LANE in Middleton, MA @ BLU HAVEN, a 55+ condo community. Built in 2022, this 3565 SF residence epitomizes sophisticated contemporary living w/1st floor open design.The kitchen is a culinary focal point w/ quartz counters, high end appliances incl 2 ovens & a large island w/ integrated sink & breakfast bar open to the living room, dining area & bonus flex area offers an inviting atmosphere w/ gas fireplace, recessed lights & access to a large deck overlooking a private wooded area.You will love the 1st floor Primary Suite w/ a luxury bath & walk-in closet w/ access to a private courtyard. Each bedroom is its own private retreat designed for comfort & convenience, The Lower Level FINISHED WALK OUT BASEMENT includes a full bath & features an open area waiting for your custom ideas plus a storage closet, XL utility & storage room. Enjoy a 2-car garage with custom storage shelves & EV charging station too. OH SAT & SUN July 18 & 19 from 11:30-1 pm

63 Rowell Lane, Middleton

$849,000

4 Beds ⋅ 2 Baths ⋅ 5096799 MLS

SUN RISE LAKE - MIDDLETON NH - Wake up to panoramic water views and spend your days enjoying 85 feet of privately owned frontage on beautiful Sunrise Lake. Whether you're swimming from your sandy shoreline, casting a line for bass and perch, or cruising the lake by boat, this is the kind of property where summer memories are made. Inside, the home has been thoughtfully updated to blend classic lake-house charm with modern comfort. The open-concept living area is filled with natural light and framed by soaring ceilings and expansive lake views, while the beautifully renovated kitchen is ready for everything from casual breakfasts to holiday gatherings. The screened porch is sure to become your favorite room in the house—perfect for morning coffee, evening cocktails, or simply watching the sun dance across the water. With four bedrooms, two full baths, and an unfinished walkout lower level offering future expansion potential, there's room for family and friends today, with opportunities to add even more living space tomorrow. Located in the heart of New Hampshire's Lakes Region, you'll enjoy the peaceful setting of Sunrise Lake while remaining within easy reach of Lake Winnipesaukee, Lake Wentworth, hiking trails, golf courses, and year-round recreation. Gunstock Mountain Resort is approximately 30 minutes away, making this an ideal four-season retreat for boating, skiing, hiking, and everything in between. Sunrise Lake encompasses approximately 247 acres and is known for boating, fishing, kayaking, paddle-boarding, and warm-water recreation, offering a relaxed waterfront lifestyle without the price point of many of New Hampshire's larger lakes. Whether you're searching for a year-round residence, a weekend getaway, or an investment in the Lakes Region lifestyle, this move-in-ready waterfront home delivers exceptional value and an opportunity that's becoming increasingly difficult to find.

179 Nicola Rd, Middleton

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