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$5,200,000
3 Beds 3.5 Baths
One-of-a-kind downtown Madison penthouse w/breathtaking panoramic views of the Capitol, Lake Mendota & Lake Monona. The grand foyer features marble floors, crown molding, Italian sconces & a lighted ceiling. Floor-to-ceiling windows highlight the spacious living room, while the dining room offers a lighted tray ceiling, balcony access & a fireplace. The well-appointed kitchen includes a generous butler?s pantry w/ additional appliances & storage. The private primary suite features a gas fireplace, Lake Mendota-facing balcony, two walk-in closets & spa-like bath. Two versatile dens provide exceptional additional living space, including one w/ a fireplace & private bath that could easily serve as a second bedroom or guest suite. Ideally located w/in walking distance of downtown restaurants, shops & entertainment, this exceptional condominium is filled w/ natural light. Abundant storage, 5 fireplaces, 2 parking stalls & a private storage unit complete this truly unique downtown residence.

100 Wisconsin Avenue Unit 1201, Madison

Listing courtesy of Collective Real Estate Group.

$2,900,000
Rare opportunity to own the 120?126 N. Franklin St portfolio, a 6-unit, 27-bedroom side-by-side investment property in a premier rental location near James Madison Park. This exceptionally well-maintained portfolio offers strong in-place income, consistent tenant demand, and easy leasing year after year. The property currently generates $315,254 in annual income with pro forma projections of approximately $345,410 for the 2027?2028 lease term. Features include 12 off-street parking stalls, attractive unit layouts, and a proven occupancy history in one of Madison?s most competitive rental markets. Opportunities to acquire a congruent, turnkey 27-bedroom portfolio of this size, condition, and location are exceptionally rare. Excellent long-term appreciation, cash flow, and development upside make this a portfolio standout.

120-126 N Franklin Street, Madison

Listing courtesy of EXIT Realty HGM.

$2,800,000
Situated on the Near East Side of Madison, 1850 Hoffman Street offers a strong opportunity for tenants seeking a well-positioned office space with excellent accessibility. This two-story, 45,246 SF office building sits on approximately 4.85 acres within an established commercial corridor. The property provides quick access to Highway 51 and major east-side thoroughfares, offering convenient connectivity to downtown Madison and surrounding communities. It is also just minutes from Dane County Regional Airport and Madison College, making it a practical setting for businesses, employees, and clients. The building layout supports single-tenant or multi-tenant configurations. Amenities include a large kitchenette, an outside patio, a basketball court, and a picnic area. The building offers ample employee and client parking.

1850 Hoffman Street, Madison

Listing courtesy of Key Commercial Real Estate, LLC.

$2,500,000
This property is more than just a location?it is an opportunity waiting to be seized, ideal for launching or expanding an automotive business. Just half a mile from I-90 and Hwy 151, prime commercial property ready for a new chapter. Built in 2014, this 3.26-acre site is a dream come true for any automotive business. The 5,221 square foot building features a sleek 2,298 square foot sales office with two private offices, large reception area, and three private bathrooms. In the 2,923-square-foot automotive shop, five 10' x 10' overhead doors led to a workspace equipped with three hydraulic hoists, radiant heat, and floor drains. The facility boasted 200 Amp power, washer/dryer hookups, and a mezzanine for upper storage. Buyer to verify Dimensions listed if necessary.

2501 East Springs Drive, Madison

Listing courtesy of NextHome Metro.

$2,485,000
2 Beds 2.5 Baths
Penthouse #1001 at one of downtown Madison?s most sought-after condominium residences. This fully renovated unit captures sweeping lake views and the Capitol skyline along a prized downtown setting. Walls of glass draw the water into the living and dining areas, kitchen, and bedrooms, creating a bright, ever-changing backdrop. Two private verandas extend the living space outdoors, a rare offering in the downtown condo market, while a generous in-unit laundry, two parking spaces, and a dedicated storage unit adds uncommon functionality. Enjoy an elevated lifestyle with immediate access to the energy of downtown dining, events, and the lakefront path. Two parking spaces and a storage unit are included in the sale.

350 S Hamilton Street Unit 1001, Madison

Listing courtesy of Sprinkman Real Estate.

$2,212,656
PRIME WESTSIDE DEVELOPMENT OPPORTUNITY! Two adjacent parcels combine for approximately 1.323 acres (57,650 SF) of level, buildable land with an impressive 254 feet of street frontage in a TOD/SE zoned district: multifamily/commercial development. Excellent Madison westside location near major traffic corridors, shopping, restaurants and employment centers, with easy Beltline access and a major bus transit station one block away. Parcel offers approximately 41,650 SF (.956 acre) with 174 feet of frontage; adjacent parcel adds approximately 16,000 SF (.367 acre) with 80 feet of frontage. A rare opportunity to assemble a substantial development site in a highly desirable, transit-oriented location. Business not included. See also MLS 2024832.

439 Grand Canyon Drive, Madison

Listing courtesy of Mardi O'Brien Real Estate Inc..

$2,200,000
True value-add opportunity for an investor or owner occupant! 7.3% CAP on existing rents with 45% vacancy plus a 7,500 sf vacant basement provide considerable upside to a new owner. Recent improvements: Full parking lot replacement in 2023. Basement has been trenched and drain-tiled and is fully dry! Ready for improvements or use for storage space - bathrooms stubbed in. Newly built out offices and updated lighting on the first floor. Second floor is fully improved with new lighting and flooring. Truly turn-key leasable space! Side entrances provide a separate entrance/exit for upstairs tenant(s). 1st floor leased to a non-profit, providing support services to children. Building is currently tax-exempt and sets up well for either a for-profit or another non-profit org upstairs. Don't pass this one by.

4111 East Towne Boulevard, Madison

Listing courtesy of Acres Realty.

$1,950,000
4 Beds 3 Baths
Modern architecture meets the natural beauty of Lake Mendota and Cherokee Marsh in this thoughtfully designed retreat just minutes from Madison?s favorite destinations. Expansive walls of glass frame sweeping water and marsh views, creating a constant connection to the landscape and an atmosphere that feels worlds away from the city. The layout balances inviting gathering spaces with quiet privacy, ideal for both entertaining and everyday living. The chef?s kitchen flows seamlessly into the dining and living areas, where sunlight pours through dramatic windows. Tucked beyond a striking glass walkway, the private primary suite feels like its own secluded escape with a spa-like ambiance. A flexible fourth bedroom currently serves as a family room, adding versatility to the floor plan. The rooftop deck provides a front-row seat to sunsets, stargazing, and panoramic views in every season.

4162 Veith Avenue, Madison

Listing courtesy of Sprinkman Real Estate.

$1,795,000
2 Beds 2.5 Baths
Perched high above the city, this exceptional residence offers miles of breathtaking views of Lake Mendota, the Wisconsin State Capitol, and Madison?s west side. The spacious family room features a striking brick-tile accent wall and opens to a balcony overlooking the lake. A gourmet kitchen is equipped with Sub-Zero, Wolf, Asko appliances, and a convection cooktop, plus a second balcony with a gas grill hookup. The primary suite showcases a brick-tile feature wall, dual closets, and a newly remodeled spa bath with double vanity, soaking tub, and walk-in shower with dual shower heads. A second guest suite offers a private bath and walk-in closet. Additional highlights include a den, powder room off the foyer, laundry room with folding table and Blanco sink, and two private entrances to the unit. Luxury, comfort, and spectacular views combine in this one-of-a-kind home.

625 N Segoe Road Unit 1100, Madison

Listing courtesy of Collective Real Estate Group.

$1,795,000
6 Beds 6.5 Baths
Wake to sunlight streaming thru tall windows as the house stirs to life. Share stories & meals in the charmingly elegant kitchen, where history meets comfort. This Gothic Revival stone manor blends true craftsmanship w/ thoughtful updates for today?s living. Each bedroom has its own full bathroom. Each bedroom has its own gas fireplace. Relax by 1 of 9 gas fireplaces. Climb the carved staircase to the cupola for views over the city. Original woodwork & 11? ceilings bring character & light throughout. Discover a hidden passageway. Settle into the library or conservatory to read, laugh, & watch the sun set over the lake. Sit on the brick patio by the water, sip a glass of wine as the setting sun paints the sky in different colors. Every space feels welcoming, serene. Own a piece of Madison history. Proof of funds or a pre-approval required for showings. Lake access on Mendota with out the lake taxes!!!

752 E Gorham Street, Madison

Listing courtesy of Real Broker LLC.

$1,750,000
3 Beds 3 Baths
Set along a remarkable stretch of Lake Monona shoreline, this architecturally significant residence offers a rare blend of historic design, privacy, + breathtaking Capitol views. Designed in 1937 by acclaimed Madison architects Beatty & Strang, the Toby Curtis House is a striking example of International Style architecture inspired by the Bauhaus movement. Positioned at the quiet end of Waunona Way, the .58-acre setting spans the size of 3 city lots w/ over 130? of shoreline + captivating views. Interior is filled w/ natural light + defined by clean architectural lines, expansive windows, + timeless modern design. Chef?s kitchen is equipped w/ Wolf range, SubZero, + generous space ideal for entertaining. Distinctive European-style windows provide both casement + awning functionality. Potential opportunity exists to reconstruct boathouse utilizing existing footprint, further enhancing this extraordinary lakefront setting.

1610 Waunona Way, Madison

Listing courtesy of Sprinkman Real Estate.

$1,695,000
4 Beds 3.5 Baths
A custom designed, truly unique, Mid Century Modern masterpiece in the heart of Hoyt Park. Nothing else like this is on the market in the Sunset Hills neighborhood or anywhere else inMadison! Located within minutes of the UW Hospital System, the University of Wisconsin, as well as the shops and restaurants at Hilldale. Tucked in amongstthe oak trees, the brand-new, floor-to-ceiling Pella windows provide treetop views and picturesquevistas of the professionally landscaped lot. 2018 addition, incorporating architecture with nature to reflect the beauty of this home. A Chef's kitchen features GE Cafe appliances, an island, and a walk-in pantry. Gigantic dining area to entertain and impress your guests. You will never leave want to leave the three season porch. Private primary suite with a walk-in closet and a full bath featuring a spa-like walk-in shower. Guest bedrooms feel like retreats. The lower level features heated porcelainfloors and space for a home theater or workout area.

3937 Regent Street, Madison

Listing courtesy of Lauer Realty Group, Inc..

$1,670,000
2 Beds 2.5 Baths
High above Weston Place, the view goes on in every direction ? Lake Mendota, the Blackhawk fairways, the Capitol dome on the skyline, and a sea of treetops between, in sight from nearly every room. As an end unit, light pours in from every side, and the 180-degree view is yours alone. Inside, the open great room runs a full 20 feet, warmed by the first of two gas fireplaces and flowing into a kitchen with island, breakfast bar, and pantry. The primary suite is a retreat ? walk-in closets, a separate soaking tub, and a walk-in shower ? with a steam shower in the guest bath, plus a private den, balcony, and effortless single-level living. Open, yet unmistakably warm. Everything is handled: two heated underground spaces and a fee covering nearly all upkeep. Wood floors, fitness room, rooftop common area, elevator. And Hilldale at your doorstep ? coffee, dinner, the market, all an easy walk away. Two bedrooms two baths, one extraordinary view.

625 N Segoe Road Unit 903, Madison

Listing courtesy of @properties-elleven Christie's International.

$1,670,000
120-122 N Franklin St is a rare opportunity to own a high-performing 3-flat investment property with an incredible 14 bedrooms in one of Madison?s most desirable rental locations. Currently generating over $13,500/month in income with potential to exceed $14,500/month, this property offers immediate cash flow and strong upside potential. Located steps from James Madison Park, tenants love the oversized units, available parking, outdoor porches, and classic charm that make these apartments exceptionally easy to rent year after year. The property has been well maintained, including a newer boiler installation, making it an attractive option for investors seeking stability and long-term appreciation. Large unit sizes, premium location, and strong rental demand make this a truly rare Madison investment opportunity. The property is also being offered as part of the 120-126 N Franklin st portfolio. A rare side-by-side 27 bedroom opportunity with significant development potential.

120-122 N Franklin Street, Madison

Listing courtesy of EXIT Realty HGM.

$1,600,000
Discover a unique investment opportunity. This historic, beautifully maintained commercial property exudes charm and elegance, featuring architectural details that reflect its storied past. Currently with 14 offices & nestled in a prime downtown location, close to Lake Mendota and the Capitol square. Longtime tenant with current lease. With its classic brick faade and modern amenities, this property seamlessly blends tradition and functionality, making it an ideal addition to any real estate portfolio. Basement has beautifully remodeled lounge/apartment area with full kitchen and bath. Don?t miss out on owning a piece of Madison?s heritage. Buyer responsible for confirming zoning and requirements for entire building.

401 Wisconsin Avenue, Madison

Listing courtesy of Sprinkman Real Estate.

$1,550,000
4 Beds 3 Baths
Lake life meets Madison skyline views in this extraordinary Lake Mendota getaway! This updated 4-bedroom, 3-bath gem offers 76' of coveted Lake Mendota frontage, a boathouse, dock, and breathtaking south/southwest views of the Lake, sunsets, and Madison?s iconic Capitol skyline. Expansive windows fill the main living/dining room with spectacular views, while the beautifully updated chef?s kitchen becomes the heart of everyday living and entertaining. A full bath, laundry, & office complete the main level. Upstairs, 4 bedrooms await, including a serene primary suite with stunning sunset, skyline, and backyard views, plus a walk-in closet and private updated full bath. 3 additional bedrooms share an updated main bath. Step outside and embrace true lake living?spacious lot, a dock, and boathouse create the perfect setting for summer gatherings, sunset cocktails, waterside fun, or simply relaxing. A rare opportunity to own your own piece of Madison?s lake life.

405 Woodward Drive, Madison

Listing courtesy of Stark Company, REALTORS.

$1,550,000
4 Beds 3.5 Baths
Showings begin Friday, July 17th. Rare property in Madison with extensive remodeling. Stone front Cape Cod on 2 city lots (.59 acres). Incredible location across street from Lake Mendota and biking distance to UW campus. Four bedrooms, large 1st floor office (2014). Three full baths remodeled in last 5 years plus main floor half-bath, 3-season sunroom (2020), hot tub room (2026), LL rec room and art studio. New detached 2.5 car garage with stairs to 2nd floor storage and new driveway (2024). Attached 2 car garage partially finished for guest suite (2026). Detached building for workshop/home office/art studio/playhouse (2025). Large kitchen with walk-in pantry and computer station (2014), 2 fireplaces, new roof (2025), new furnace (2024). Sprawling perennial gardens and partially fenced backyard. Short walk to Spring Harbor beach and middle school. Everything you could want and more!

5601 Lake Mendota Drive, Madison

Listing courtesy of Madcityhomes.Com.

$1,550,000
3 Beds 2.5 Baths
Corner unit offering sweeping, panoramic views of Lake Mendota, thoughtfully designed w/ timeless, high-end finishes. White oak wide-plank floors anchor main living areas, enhancing the bright, open floor plan. The chef?s kitchen w/ walnut cabinets is a showstopper, featuring Sub-Zero & Wolf appliances, a spacious kitchen island for entertaining, & a banquette dining area ideal for everyday living or entertaining. Step onto the kitchen balcony for effortless grilling or unwind in the living room w/ gas fireplace, sitting area, & remote-controlled Hunter Douglas blinds. A separate family room opens to a 42' deck showcasing striking Capitol views. The primary suite offers a tranquil retreat w/ sitting area, double vanity, walk-in tile shower, & generous his-&-hers closets. Private guest suite w/ full bath, 3rd bedroom or den off the foyer, powder room, well-appointed laundry w/ cabinetry & sink, & 6 walk-in closets.

625 N Segoe Road Unit 900, Madison

Listing courtesy of Collective Real Estate Group.

$1,450,000
4 Beds 3.5 Baths
Welcome to DOMA by Hart DeNoble Builders - this exceptional new collection of homes will debut in the 2026 Fall Parade under the new brand, DOMA by Hart DeNoble Builders! Striking stucco front elevation w/ arched entry welcomes you into a dramatic 2-story foyer ft. eng. HW flrs & expansive Allianz windows. Chef?s Kit fts Wolf/SubZero appls, Quartz counters, DuraSupreme cabs, butler?s pantry w/add'l fridge & island w/b-bar. The 2-story living room centers on a 72" linear fireplace. Enjoy the 3-season porch w/fireplace & walkout to a spacious patio. Main-level primary offers a WIC & spa-like bath w/ Quartz counters, dbl vanity, Marsh cabs & roll-in tiled steam shower. Dedicated office with built-ins. Upstairs: 1 en-suite bedroom plus two bedrooms w/Jack-and-Jill bath. 3-car garage w/ zero-barrier entry from garage, front door, and porch. Exposed LL, passive radon system, zoned HVAC. Price includes lot, all landscaping & concrete-work. Will be completed by 10/5/2026 for Fall Parade.

327 Clear Pond Way, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$1,400,000
4 Beds 2.5 Baths
VR $1.25M-$1.4M. Live in the Gorgeous Blackhawk Neighborhood with Middleton Schools! One of the Last Lots Available. Build Your Custom Home with Customizable Finishes & Options! 3 Variations of the Plan Provided with Detailed Descriptions; Traditional, Modern, Transitional or DESIGN YOUR OWN!! This Plan Provides Deep 3 Car Garage, an Oversized Kitchen w/ Scullery and Walk-in Pantry. Dining Room, Breakfast Nook w/ Coffee Bar, Office, Mud Room and Powder on the Main. 2 Suites on the 2nd Floor with 4 Total Bedrooms along with Generous Sized Laundry. Up to 10? Main and 9? 2nd Floor Ceilings, Optional Curved Stairs, Clear Story Windows & More! Basement Exposure with Room for an Optional Additional 1,200 Finished Sq Ft. Driveway, Landscaping, Appliance and Lighting Package Included. If One of This These Options do not Fit your Style, Lets Design Your Dream Home from Scratch! iDeation Builders Specializes in Fully Bespoke Design-Build.

10013 Shadow Ridge Trail, Madison

Listing courtesy of MHB Real Estate.

$1,400,000
6,256 sq.ft. Free standing restaurant building (Former Esquire Supper Club from 1947-2026) zoned CC-T located on the corner of N. Sherman Ave and Roth St. just 3 blocks from Maple Bluff Country Club and only 3.5 miles from downtown Madison. The sale price includes all restaurant equipment and the real estate. There is a monument sign located on the corner lot for great visibility, ample parking onsite, bar area, dining area, large kitchen setup for in house service and catering and an additional 5,244 sq.ft. in the basement. This is a great opportunity for an owner/operator or set your rate and lease it out as an investment property. Don't miss out on this turnkey location in a sought-after location.

1025 N Sherman Avenue, Madison

Listing courtesy of Madison Property Management, Inc..

$1,350,000
2 Beds 2.5 Baths
Nolen Shoreoffers an exceptional blend of luxury, comfort, and convenience in this spacious 2-bedroom, 2.5-bath residencewith a private study. The thoughtfully designed floor plan features hardwood floorsthroughout and a chef's kitchen appointed with Sub-Zero, Wolf, and Bosch appliances. A standout feature is the expansive 572-square-foot private terrace, offering beautiful views of Lake Mononaand the Capitol?an ideal setting for relaxing or entertaining. Residents enjoy an outstanding collection of amenities, including a lake-view guest suite, fitness center, community roomopening onto a landscaped green roof terrace, shared resident garden, and conference room. Additional highlights include two underground parking spacesand a large private storage unit. Ideally located, Nolen Shore provides easy access to the Capitol Square, UW?Madison campus, the Lake Monona bike loop, and the Overture Center for the Arts, placing the best of downtown Madison just moments from your door.

350 S Hamilton Street Unit 204, Madison

Listing courtesy of First Weber Inc.

$1,320,000
4 Beds 2.5 Baths
A rare opportunity in the heart of Nakoma, this classic Colonial has been cherished by the same family since 1970. Set directly across from the golf course, it offers an extraordinary connection to the Country Club and Arboretum. Inside, the home is filled w/warmth & character, from the inviting living room w/gas fireplace & sunny den w/built-in bookshelves to the family room, kitchen, dining room, which all overlook the backyard - a private garden retreat, framed by a canopy of mature trees & perennials. A newer deck connects two thoughtful additions, including the gracious & highly functional kitchen featuring SubZero & Wolf appliances, a generous island, and a light-filled breakfast room surrounded by windows & custom built-ins. Upstairs offers spacious bedrooms, 2 full baths, plus a walk-up attic for flexibility & accessible storage. Mudroom w/Dutch door, attached garage (fit 2 cars!), & a brand new roof complete this timeless Nakoma residence. Welcome!

4110 Manitou Way, Madison

Listing courtesy of Stark Company, REALTORS.

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