Homes for Sale near O'Keeffe Middle

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  /29

  $344,900

  $55K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,001 Sq Ft

  1150 Williamson St Unit 204, Madison, WI 53703

  Priced $45,000 below the 2025 appraised value! Stylish 1 BR Condo immersed in one of Madison's most iconic neighborhoods! Soaring ceilings & gorgeous maple hardwood floors create an open, airy vibe. Large windows fill the expansive living area w/ natural light, perfect for relaxing or entertaining. Double-sided fireplace, sleek modern kitchen w/ granite countertops & updated appliances. Spacious

  Joshua Pelletter Rockwood Realty Group

  1150 Williamson St Unit 204, Madison, WI 53703
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  /13

  $614,900

  $15K PRICE DROP

  • 3,000 Sq Ft

  701 Pinecrest Dr, Madison, WI 53714

  FULLY Occupied! Turn-key cash-flow on Madison’s East Side! This all-brick 4-unit building offers immediate rental income and low-maintenance upkeep. All four units are already leased through mid-2027, providing rock-solid stability from day one. Every unit features durable, turnover-friendly hard-surface flooring throughout (no carpet to replace!). Conveniently located near parks, dining, and

  Jessica Janssen Design Realty LLC

  701 Pinecrest Dr, Madison, WI 53714
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  /32

  $259,000

  $20K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 652 Sq Ft

  219 Memphis Ave, Madison, WI 53714

  Completely refreshed and move-in ready! This beautifully updated home makes the most of every square foot with new finishes throughout. The stunning kitchen features updated cabinetry, granite countertops, a center island, and a new refrigerator, stove/range, and dishwasher, creating a stylish and functional space for everyday living. Updated main level bathroom offers modern finishes and appeal.

  Lou Elson EXIT Realty HGM

  219 Memphis Ave, Madison, WI 53714
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  /21

  $444,000

  $15K PRICE DROP

  • 2,150 Sq Ft

  24 S 2nd St, Madison, WI 53704

  3 Unit apartment located just one block from Atwood Ave at the intersection of E. Main St. and Second St. Unit #1 is 825 sq.ft., 1 bed, 1 full bath. Unit #2 is 825 sq.ft., 1 bed, 1 full bath and leased out until 7/31/2027. Unit #3 is a studio with 1 full bath and leased out until 7/31/2027. There is a detached 2 car garage and additional city side street parking. Only 2 miles from downtown

  James Stopple Madison Property Management, Inc.

  24 S 2nd St, Madison, WI 53704
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  /31

  $424,900

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  1963 E Washington Ave, Madison, WI 53704

  Step into the charm of early-1900s Madison with this Victorian-style 2 story home in an exceptional East Washington location. Just a quick walk to the Atwood community, down the street from the new Madison Public Market, and only two blocks from the Yahara River, you’ll be close to local bars, restaurants, schools, parks, and everyday conveniences. A welcoming 3-season covered porch creates a

  Amber Huemmer Capital Edge Realty

  1963 E Washington Ave, Madison, WI 53704
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  /42

  $699,000

  • 2,106 Sq Ft

  2029 Jenifer St Unit 1, Madison, WI 53704

  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

  Mary Duff Stark Company, REALTORS

  2029 Jenifer St Unit 1, Madison, WI 53704
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  /63

  $625,000

  $35K PRICE DROP

  • 2,444 Sq Ft

  1010 E Gorham St, Madison, WI 53703

  Your investment portfolio starts here, in the beautiful Tenney-Lapham neighborhood. This two-flat property is the heart of Madison, and beautifully showcases turn-of-the-20th-century details you can't pay for today: original woodworking, hardwood flooring, large bay windows, and pocket doors. The main floor is a lovely 2-bed/1-bath unit, and the remodeled upper unit is the 2nd & 3rd floor of the

  Lane Manning Realty Executives Cooper Spransy

  1010 E Gorham St, Madison, WI 53703
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  /32

  $1,670,000

  • 5,544 Sq Ft

  120 N Franklin St, Madison, WI 53703

  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

  Imani Jones EXIT Realty HGM

  120 N Franklin St, Madison, WI 53703
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  /17

  $250,000

  • Land
  • 4,356 Sq Ft
  • $2,500,000 per Acre

  929 Williamson St, Madison, WI 53703

  Incredible deep lot with tons of possibilities!! Amazing location on eclectic Willy Street! Zoned residential but potential to rezone to commercial (buyer to verify with city of Madison). Owner added footpath from the property line to Williamson St with turn-of-century Purington bricks reclaimed from the Ohio river. Fenced lot! For more information contact Asher Masino at 608-509-8563 or

  Asher Masino Lauer Realty Group, Inc.

  929 Williamson St, Madison, WI 53703
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  /35

  $430,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,039 Sq Ft

  1151 Jenifer St, Madison, WI 53703

  Thoughtfully updated 2-bedroom, 1-bath home blends historic character with modern updates throughout. The main floor offers an open kitchen and dining area, a comfortable living room, and a full bath. Two bedrooms are located on the upper level. Central air, stone foundation, and an unfinished basement with excellent storage. Attached 1-stall garage and covered front porch. Walkable to Orton Park

  Timothy Flores LPT Realty

  1151 Jenifer St, Madison, WI 53703
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  /13

  $650,000

  • 5 Beds
  • 2 Baths
  • 1,742 Sq Ft

  126 N Franklin St, Madison, WI 53703

  Income properties this close to downtown Madison rarely pencil this well. Just around the corner from James Madison Park, this 5-bed, 2-bath rental is consistently easy to lease thanks to its unbeatable location near campus, downtown restaurants, nightlife, and the lake. Currently rented at $4,295/month with projected rents up to $4,750/month, there’s immediate upside for the next owner. The

  Imani Jones EXIT Realty HGM

  126 N Franklin St, Madison, WI 53703
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  /36

  $545,000

  • 1,752 Sq Ft

  173/175 Division St, Madison, WI 53704

  Madison East side living at its best in the desirable Schenk/Atwood neighborhood...beautifully maintained two-flat on a quiet street, surrounded by large mature trees with open front and back porches and decks in back overlooking the private fenced in yard. Hardwood floors throughout with a walk up attic for extra storage. Close to a park, bus line, shops...great investment opportunity or owner

  Keith Skeen Real Broker LLC

  173/175 Division St, Madison, WI 53704
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  /23

  $474,900

  $100K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  3213 Center Ave, Madison, WI 53704

  Welcome to Atwood where this move-in-ready home is finally yours. Live in one of Madison's most walkable neighborhoods: stroll to Lake Monona, bike the paths in the neighborhood or along the water, hop a bus downtown, or walk to the coffee shops and restaurants that make Atwood so loved. This home has been cherished by the same owners for 47 years, and it shows! This year alone brought a new

  Jean Knickelbine Real Broker LLC

  3213 Center Ave, Madison, WI 53704
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  /5

  $125,000

  • Land
  • 3,049 Sq Ft
  • $1,785,714 per Acre

  1153 Jenifer St, Madison, WI 53703

  Rare vacant parcel on Madison's near east side. 3,071 square feet on Jenifer Street, created by Certified Survey Map No. 17153, zoned residential. Steps to Williamson Street shops and restaurants, Orton Park, and the bike path, with downtown and the Capitol a short ride away. Buyer to verify zoning, minimum lot requirements, setbacks, and buildability with the City of Madison. The adjacent house

  Timothy Flores LPT Realty

  1153 Jenifer St, Madison, WI 53703

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