Middleton Real Estate

Welcome to Middleton, a charming city nestled in the heart of Wisconsin. Known for its vibrant community spirit and picturesque landscapes, Middleton offers a perfect blend of suburban tranquility and urban convenience. With a population of just over 20,000 residents, this welcoming city boasts a rich history, diverse culture, and an array of amenities that make it an ideal place to call home.

Middleton is renowned for its stunning parks and recreational opportunities. The city is home to the beautiful Pheasant Branch Conservancy, which provides miles of trails for hiking, biking, and birdwatching. The Middleton Hills neighborhood features a community garden and playgrounds, perfect for families looking to enjoy the great outdoors. For those who appreciate the arts, the city hosts various cultural events throughout the year, including the popular Middleton Good Neighbor Festival.

Education is a top priority in Middleton, with access to highly-rated public and private schools, as well as the nearby University of Wisconsin-Madison. This commitment to education ensures that residents have access to quality learning opportunities, fostering a well-informed and engaged community.

The local economy is thriving, with a mix of small businesses, retail shops, and larger corporations. Middleton's strategic location just minutes from Madison allows for easy commuting while maintaining a peaceful suburban lifestyle. With its friendly neighborhoods, excellent schools, and beautiful natural surroundings, Middleton is not just a place to live—it's a place to thrive. Come discover the charm of Middleton and see why so many are proud to call it home!

Newest Listings in Middleton

$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

$949,000

73554609 MLS

Final opportunity to build your custom home in Ridgewood Estates Phase 4 on one of the last 8 lots available. Bring your own builder and design the home that fits your lifestyle. Minimum 2,600 sq ft of living space required (basements, garages, barns, breezeways, decks, porches, and patios not included in square footage). All plans for primary residence, outbuildings, and permitted ADUs must receive developer approval. Buyers must comply with recorded Restrictive Covenants.Showing Instructions:Do not walk lots without being accompanied by the listing agent.

lot 12 39 East Meadow Lane, 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

$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

$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!

98 Gary Rd, Middleton

$5,990

3 Baths ⋅ 73546769 MLS

Exceptional opportunity to lease or purchase a highly visible retail/restaurant property on busy North Main Street (Route 114). The building offers flexible configurations for a variety of restaurant, retail, medical, office, or service uses and can accommodate both owner-users and investors * Property Highlights•Flexible Leasing Options Suite A: 2,386 ± SF (street-level) Suite B: 1,725 ± SF (street-level)oSuites may be leased individually or combined.•Additional Bonus Spaceo1,754 ± SF finished second-floor area ideal for offices, storage, employee space, training, or other support uses.•Restaurant Infrastructure Already in Place * Fully permitted and operational drive-thru window *Walk-in refrigeration/cooler *Commercial kitchen hood *Grease trap *Additional refrigeration equipment included*Parking Approximately 23–24 on-site parking spaces providing convenient customer access.•Excellent Visibility with Pylon Signage. Plenty of Rooftops = hungry customers.

323 N Main St, Middleton

$899,000

3 Beds ⋅ 4 Baths ⋅ 73546428 MLS ⋅ ['Hillcrest Estates'] BLDG.

Very spacious and elegant townhouse features it's own private elevator! Three levels of living space give you plenty of room and privacy. The first floor features the main living area with a beautiful kitchen with maple cabinetry, granite countertops and stainless appliances, dining room and living room with library built-in, high ceilings, crown-molding, and cozy gas fireplace. THE ENTIRE 2nd floor is the main bedroom suite with cozy sitting area and fireplace with 2 walk-in closets, a shoe closet and laundry on 2nd floor. The adjoining bathroom features a soaking tub, separate shower, and double vanity. The 3rd floor has a large bonus room, plus two bedrooms and 2 full bathrooms. There is a walk up attic. 3 heating/cooling zones and a 3 car garage. Private deck and garden area! Great community! HOA includes home owners insurance!

14 Dansereau Place Unit 14, Middleton

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