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2029 Jenifer St, Madison
$699,000
2032807 MLS ⋅ ACTIVE Status
Standout all-brick 2-unit loaded with classic Madison character in a prime Jenifer St location! Timeless architecture and original details give this property a charm that’s hard to replicate, while a new roof provides important peace of mind. Both units offer inviting living spaces with plenty of personality, along with access to their own front porches (open on first and enclosed on second) and back decks. Full basement with laundry, mechanicals (2 furnaces '14, 2 water heaters '23, softener ~'18), and loads of storage space. Conveniently located near Lake Monona, parks, restaurants, shops, and everything Madison’s vibrant east side has to offer, this property is a great opportunity for an owner-occupant or investor in an established neighborhood.

2029 Jenifer St, Madison

519 Donofrio Dr Unit 5, Madison
$170,000
1 Beds ⋅ 2 Baths ⋅ 2030856 MLS ⋅ ACTIVE UNDER CONTRACT Status
Step inside and let this charming condo surprise you! Soaring vaulted ceilings create an airy, dramatic first impression, while a beautiful half-round window draws your eye upward and fills the living space with natural light. The open main level offers a warm, welcoming place to relax or entertain, with a second full bath adding everyday convenience. Upstairs, the light-filled suite feels like its own private retreat overlooking the space below. Enjoy a central west Madison location near shopping, dining, bus transit, and everyday essentials. Community amenities include a welcoming clubhouse with a fireplace and gathering space, fitness area, additional laundry, and outdoor recreation space. A unique blend of character, convenience, and architectural charm! This condo is worth taking a peek!

519 Donofrio Dr Unit 5, Madison

213 East Blf, Madison
$229,900
3 Beds ⋅ 2 Baths ⋅ 2028623 MLS ⋅ ACTIVE Status
Easy Living, Right at Home. Welcome Home! This 3-bedroom, 1.5-bath end-unit townhouse offers 1,163 sq. ft. across two stories. A private entry welcomes you into a comfortable layout designed for everyday living. The kitchen features a convenient breakfast bar, while the partially finished basement adds flexible space for a home office, workout area, hobbies or movie nights. Enjoy the convenience of in-unit laundry and central air, plus a private patio for relaxing outdoors. Lawn care and snow maintenance help simplify your routine, and pets are allowed. With one assigned parking space and a location close to a bus line, this home combines comfort, convenience and low-maintenance living in one inviting package.

213 East Blf, Madison

1725 Onsgard Rd, Madison
$1,200,000
2029254 MLS ⋅ ACTIVE Status
Freedom Park Apartments presents an excellent opportunity to acquire an eight-unit multifamily property in one of Madison's established East side neighborhoods. Conveniently located near major employers, shopping, dining, parks, and key transportation routes, the property is well positioned to attract and retain long-term tenants. The community features eight spacious 2-bedroom, 1-bathroom apartments with practical layouts designed to appeal to a broad tenant base, including professionals, roommates, couples, and small families. The desirable unit mix and strong location support consistent rental demand and long-term occupancy. Offering a combination of stable income potential, broad tenant appeal, and a sought-after location, Freedom Park Apartments is an attractive investment opportunity for buyers seeking dependable cash flow and long-term appreciation in Madison's competitive rental market.

1725 Onsgard Rd, Madison

3802 Lien Rd, Madison
$1,120,000
2028983 MLS ⋅ ACTIVE Status
Located on Madison's thriving east side, Freedom Park Apartments offers investors the opportunity to acquire a well-positioned multifamily asset in a high-demand rental market. Surrounded by established neighborhoods and just minutes from major employers, shopping, restaurants, and everyday conveniences, the property is ideally situated to attract and retain quality tenants. The community consists of thoughtfully designed 1-bedroom, 1-bathroom apartments that appeal to a broad tenant base, including young professionals, students, and individuals seeking low-maintenance living. Efficient layouts and an excellent location contribute to consistent rental demand and long-term occupancy potential. With its strong market fundamentals, desirable location, and wide-ranging tenant appeal, Freedom Park Apartments presents an outstanding investment opportunity for buyers seeking stable cash flow and future appreciation in one of Madison's most established residential areas.

3802 Lien Rd, Madison

2021 Carey Ct, Madison
$385,000
2027560 MLS ⋅ ACTIVE Status
Emerson two flat boasts a great opportunity to get into the market and start building equity. Great for investor, owner occupied unit or potential to convert back to a single family home. Both units offer spacious floorplans, oak hardwood floors, character rich vintage bathrooms and kitchens. 1st floor apartement has additional space in the basement for media or hobbies and offers a 2nd kitchen and bath (built out as a separate apartment, but not allowed to be a separate rental by the city). New roof, window wraps and gutters '26, vinyl windows '21, furnace '21, H20 heater '23 & newer shed. Tenants pay electric, 1/3 monthly water bill and cooking gas per lease. There is also a clause for early termination of the leases if Buyer is looking to owner occupy. Close to bus/bike paths, restuarants, downtown, matc & just a couple of blocks to Schenks Corners entertainment & foodie corridor!

2021 Carey Ct, Madison

137 Proudfit St, Madison
$719,000
2027540 MLS ⋅ ACTIVE Status
Opportunity awaits with this charming 2-unit investment property in a highly desirable Madison location! Featuring a vacant 4-bedroom, 2-bath unit, this property offers excellent flexibility for an owner-occupant or the ability to maximize rental income with a new tenant. The second unit is a cozy 1-bedroom, 1-bath apartment, providing an additional income stream. Full of timeless character and original charm, this home offers spacious living and endless potential. Conveniently located just minutes from UW–Madison, Lake Monona, downtown, parks, restaurants, and public transportation, this is an ideal opportunity for investors and homeowners alike. Don't miss your chance to own a versatile property in a prime location!

137 Proudfit St, Madison

618 North St, Madison
$350,000
2026725 MLS ⋅ ACTIVE Status
Renovated 2-unit in the heart of Eken Park neighborhood. The 1bd unit, rented for $1,425/mth, has an extra space that could be used as office or second living/dining area. Subfloor recently repaired with brand new LVP flooring. Unit was totally renovated in recent years. The front efficiency unit was just renovated this year with brand new kitchen, bathroom, flooring, paint, etc. Property has new roof, gutters, soffit & facia. Couple new windows in the front unit. New electric panels & meters, so now tenants pay their own electric bill. Awesome location, just a half block or so from Tip Top Tavern, North Street Cabaret & Northstreet (Bloom Bake Shop, Cafe Domestique & Young Blood Taproom)! Measurements are approx; buyer to verify if important to them.

618 North St, Madison

2069 Winnebago St, Madison
$600,000
2025858 MLS ⋅ ACTIVE Status
Prime Near East Side 3-unit investment opportunity just steps from Schenk’s Corners. This well-maintained property offers character, strong rental history, and highly desirable layouts, with hardwood floors, formal dining rooms in the first and second-floor units, inviting porches, a private third-floor balcony, and three off-street parking spaces. Major improvements include electrical updates, a new roof, vinyl siding, refinished decks and porches, a newer furnace, and updated water heaters. Separate electric meters and front and rear stairways add convenience, while rented coin-operated laundry provides additional income beyond current rents. Located near dining, shopping, parks, and downtown Madison, this is a solid opportunity for investors looking to add a turnkey property to their portfolio or an owner-occupant looking to offset their mortgage with rental income.

2069 Winnebago St, Madison

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.