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

$625,000

3 Beds ⋅ 1 Baths ⋅ 73594802 MLS

Diamond in the Rough! Welcome to 152 River Street in Middleton. This single-family residence offers 1,215 square feet of living space and presents a unique opportunity to own a home in a desirable location. The interior layout encompasses three bedrooms, full bathroom, large eat in kitchen and living room. Nice screened in porch and bright walk out basement. Outside, the property sits on a 1.14 acre lot. This fixer-upper is waiting for someone to bring it back to life and make it shine again with lots of possibilities for the right buyer. Property is being sold as-is. Septic system has failed. Buyer is responsible for all septic related costs. Buyers are encouraged to conduct their own due diligence. If you are looking for a property with potential and the opportunity to make it your own, this may be the one you have been waiting for.

152 River Street, Middleton, MA

$829,000

3 Beds ⋅ 2 Baths ⋅ 73593436 MLS

Welcome home to 10 Overbrook Rd in Middleton! Tucked at the end of a cul-de-sac, this spacious 3-bedroom, 1.5-bath Ranch checks so many boxes. An open floor plan, fireplaced living room, hardwood floors, central AC, and a 2-car garage are just some of the features that make this home stand out. Step outside to a large two-tier deck overlooking the spacious yard, perfect for enjoying the outdoors. Set in the growing and evolving community of Middleton, one of the three Tri-Town communities of Middleton, Boxford, and Topsfield, and part of the Masconomet Regional School District. A wonderful opportunity to live in Middleton and enjoy all this community has to offer. Showings begin Saturday & Sunday, 12:00–1:30 PM. Do NOT walk the property unless accompanied by listing broker. See Offer Instructions.

10 Overbrook Rd, Middleton, MA

$1,279,000

3 Beds ⋅ 3 Baths ⋅ 73592688 MLS

Situated on a corner lot, this Colonial features an open floor plan, custom millwork, and hardwood floors. The main level offers 9-foot ceilings and a living room with a gas fireplace that flows into the dining area and kitchen. White shaker cabinetry, KitchenAid stainless steel appliances, a gas range with chef’s hood, Calacatta quartz countertops, and a 9-foot center island highlight the kitchen. Upstairs are three bedrooms, a full hall bath, a versatile bonus room, and a laundry room. The primary suite includes a sitting area, two walk-in closets, and a private bath with a marble shower, soaking tub, and double vanity. An unfinished walk-up attic and unfinished walkout basement offer potential for future expansion. Additional features include central air, an attached two-car garage, and driveway parking for up to five vehicles. Conveniently located near Routes 1 and 114, I-95, Northshore Mall, and Richardson’s Ice Cream.

1 Kimberly Lane, Middleton, MA

$989,000

4 Beds ⋅ 2 Baths ⋅ 5114838 MLS

Experience the best of Sunrise Lake living at this special Middleton property, featuring a rare 840+ feet of lake frontage on pristine 247-acre Sunrise Lake. Cherished by one family for decades, this beautifully updated and maintained home enjoys peaceful lake views and a remarkable natural peninsula that creates a sheltered cove and a one-of-a-kind setting for waterfront memories. Swim, kayak, fish, boat, or simply unwind beside the water. Enjoy the view from the sandy beach or the spacious 8-by-42-foot deck, and take advantage of the expansive association beach next door, with sandy shore, picnic tables, and open space. Inside, a welcoming three-season sun room leads to an open living area with soaring cathedral ceilings, exposed wood beams, a dramatic wall of windows, and a natural-stone fireplace. A slider and oversized picture windows bring in abundant natural light and frame the beautiful lake and beach views. The efficient kitchen keeps essentials close at hand. Two bedrooms and a full bath are on the main level; upstairs, two additional bedrooms and another full bath are complemented by a balcony overlooking the living room. Sunrise Lake is known for its friendly community, peaceful waters, islands, loons, bald eagles, and year-round recreation. Whether you’re seeking a full-time home, a weekend getaway, or a relaxing retreat, this property offers a rare opportunity to enjoy lake life in a truly memorable setting. Lake Life is Life. Make it yours.

74 Shore Dr, Middleton, NH

$950,000

3 Beds ⋅ 3 Baths ⋅ 73591546 MLS

Tucked at the end of a quiet cul-de-sac in Middleton and surrounded by conservation land, 23 Grandview Rd offers the kind of privacy that's hard to find. Built in 2016, the home sits on a lot with well-kept landscaping and mature trees that create a natural buffer from the neighbors. Inside, the main level is open and bright, with hardwood floors and a vaulted ceiling over the kitchen, dining, and living areas. The kitchen has white cabinetry, granite counters, a glass tile backsplash, stainless appliances, and a large island with seating for casual meals. A stacked-stone fireplace wall anchors the living room, and sliders off the dining area lead out to a deck that overlooks the yard. The primary bedroom has a tray ceiling and its own bath with a tiled walk-in shower. Recessed lighting and modern fixtures carry through the whole house. Downstairs, the finished lower level adds flexible space for a media room, gym, or home office. The backyard is where this house really stands out. It's fully fenced, level, and big enough for a full game of soccer, with a paver patio, built-in seating wall, and fire pit for cool fall nights and summer cookouts. Add a two-car garage, and it's a home that's easy to settle into. All offers due Monday October 19th at 5:00PM.

23 Grandview, Middleton, MA

$899,000

3 Beds ⋅ 2 Baths ⋅ 73590551 MLS

Impressive 1867+- square foot Split Entry Renovation in highly desirable Brigadoon Village in Middleton, MA. You will find a versatile layout with many options. The only thing you need to do is move in. Wonderful brand new kitchen with quartz countertops and breakfast Island. Sunny, bright open concept flows into the living room and dining room with hard wood floors. Spacious, well-lit 14x16 office with vaulted ceilings, skylights with sliders to an entertainment worthy 15x20 new composite deck overlooking large 15,002+- square foot yard. 8 rooms,3 bedrooms, 2 full bathrooms, Family Room & separate 9x9 laundry room in the lower level. The 22x13 Family Room would make an amazing Primary Bedroom with En Suite Bathroom. Central a/c and 1 1:30 PM.6x23 garage with new double driveway. Convenient, large (14x16) enclosed storage room under the office. Pictures with Furniture are Virtually Staged. Get ready to make 26 Meadow Drive your new Address.

26 Meadow Dr, Middleton, MA

$2,300,000

4 Beds ⋅ 5 Baths ⋅ 73588240 MLS

Luxury New Construction in Middleton’s Prestigious Couture Way. Crafted with exceptional attention to detail and designed for today’s modern lifestyle, this stunning custom-built colonial offers over 5,500+ sq ft of refined living space with 4 spacious bedrooms, 4.5 baths, and an oversized 3-car garage. A thoughtfully curated floor plan blends elegance and functionality, featuring a designer chef’s kitchen that opens seamlessly to an expansive dining area and sun-drenched fireplaced family room—perfect for entertaining and everyday living. The main level also offers a private office, walk-in pantry, and mudroom for effortless organization. Upstairs, the luxurious primary suite serves as a true retreat with spa-inspired bath and oversized walk-in closet, while generously sized secondary bedrooms offer en-suite and Jack-and-Jill bath layouts for ultimate comfort. Enjoy even more versatile living space with a finished basement and finished attic, ideal for a media room, gym, playroom, guest retreat, or additional home office. Ideally set in one of Middleton’s most coveted neighborhoods, this rare offering combines timeless architecture, superior craftsmanship, and luxury finishes throughout—an extraordinary opportunity to personalize your dream home.

8 Couture Way, Middleton, MA

$499,800

3 Beds ⋅ 2 Baths ⋅ 5112361 MLS

Welcome to peaceful country living at 51 Pine Ridge Road, Middleton, NH. This to-be-built New Construction Ranch offers the perfect blend of privacy and neighborhood charm. Set on a beautiful 2-acre wooded lot in a quiet rural setting. This thoughtfully designed home features approximately 1,400 sq ft of living space with 3 bedrooms 2 bathrooms and a walkout basement. Enjoy the simplicity and convenience of single level living while surrounded by nature and tranquility. This property provides the perfect opportunity to live in a new construction home in a serene New Hampshire location while still being within reach of nearby amenities. Seller is a Licensed NH Realtor

51 Pine Ridge Rd, Middleton, NH

$559,900

3 Beds ⋅ 2 Baths ⋅ 5112005 MLS

This brand new Contemporary Elevated Ranch home, has an open concept kitchen/dining/living room and 3 bedrooms, 2 bathrooms. Bonus room in the basement level with a drive under direct entry 2 car garage situated on 7 acres! Close to Spaulding Turnpike for easy commuting. Don't miss your chance to make this home yours!! Home in process of being built and aimed for completion by end of 2026. (Photo image is from blueprints)

15-10 New Durham Rd, Middleton, NH

$345,000

2 Beds ⋅ 1 Baths ⋅ 5111981 MLS

Looking for the lake life without the lakefront price tag? This inviting home offers a wonderful blend of comfort and convenience being perfectly situated just steps from the association’s private beach and boat launch. The lower level features a spacious recreation room with a built in bar, a separate utility room, and a dedicated laundry area. Upstairs, the bright and welcoming living room features plenty of natural light, wood beam accents, and a wood stove to keep you warm and cozy during the colder months. The kitchen, two bedrooms, and full bathroom are also located on the second floor. Outside, the level yard and large deck provide a great place to relax, entertain, and enjoy views of the lake. Whether you're looking for a year round home or a weekend getaway, this property offers the opportunity to enjoy everything lake living has to offer!

113 Lakeshore Dr, Middleton, NH

$1,649,000

4 Beds ⋅ 3 Baths ⋅ 73581505 MLS

SELLER CONCESSION AVAILABLE - Inquire about options to help reduce your mortgage rate or closing costs. Set in the desirable Eddington Place neighborhood, 6 Bishop Lane offers an exceptional combination of space, privacy, and effortless indoor-outdoor living. This beautifully maintained Colonial offers approximately 4,444 square feet of living space, with an open and inviting floor plan designed for both everyday living and entertaining. The spacious kitchen flows seamlessly into the expansive family room, creating a natural gathering space with, a serving bar, and direct access to the oversized deck and patio. Generously sized bedrooms feature hardwood flooring, while the private primary suite offers a beautifully updated bath with an oversized steam shower and whirlpool tub. A finished lower level provides flexible space for a media room, gym, playroom, or additional entertaining space. Set on 2.69 beautifully landscaped acres, the property offers a private backyard retreat with an in-ground pool, expansive lawn areas,flowering trees, and multiple outdoor spaces for relaxing and entertaining. The peaceful cul-de-sac setting provides privacy while remaining convenient to shopping, golf, major routes, and highly regarded Masconomet schools. A special Middleton property offering generous living spaces, beautiful grounds, and a lifestyle designed for entertaining and enjoying every season.

6 Bishop Lane, Middleton, MA

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 73579992 MLS

Discover gracious, comfortable living at 11 Currier Road in Middleton, Massachusetts. .Lovingly maintained by its original owners, this center-entrance Colonial, built in 1995 and located in the highly regarded Masco school district, offers approximately 2,500 square feet of versatile living space designed for both everyday comfort and entertaining. The home features four bedrooms, a welcoming living room, dedicated work-from-home spaces, a spacious family room, and a beautifully finished walkout basement. The lower level provides exceptional flexibility—ideal for a home gym, recreation room, hobby space, relaxation, or gatherings with family and friends. Recent improvements provide peace of mind, including a new heating system in 2025, a new roof in 2019, and exterior painting in 2025. Thoughtfully cared for throughout its ownership, the home is move-in ready and offers the opportunity to settle in while making it your own. The walkout basement opens to a generous patio and firepit, creating an inviting outdoor setting for entertaining, summer evenings, or quiet time at the end of the day. The private surroundings add to the home’s sense of comfort and retreat. Warm, well-maintained, and exceptionally versatile, 11 Currier Road is a wonderful place to make this home—and ready for its next chapter.

11 Currier Rd, Middleton, MA

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Middleton Homes for Sale

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