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Homes for Sale near O'Keeffe Middle

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  • /86

    $1,950,000

    $300K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 5,374 Sq Ft

    752 E Gorham St, Madison, WI 53703

    VRP: $1,950,000-$2,195,000. 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. Relax by 1 of 9 gas fireplaces. Climb the carved staircase to the cupola for views over the city. Original

    Agent Photo

    Sona Olson

    Real Broker LLC

    (608) 975-2898

    752 E Gorham St, Madison, WI 53703
  • /24

    $334,900

    $5K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,983 Sq Ft

    1027 Melvin Ct, Madison, WI 53704

    Discover comfort and convenience on Melvin Court. This inviting condo offers a private entrance, attached garage, and a functional layout with generously sized rooms and closets. The spacious kitchen with breakfast bar and dining area flows nicely for daily living and hosting. The main level features a primary suite and laundry, while the lower level provides a second suite and extra flexibility.

    Agent Photo

    Thomsen Team

    Modern Realty Partners LLC

    (608) 401-4839

    1027 Melvin Ct, Madison, WI 53704
  • /36

    $369,900

    $20K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,040 Sq Ft

    2737 Union St, Madison, WI 53704

    Nestled in the heart of Madison's eclectic East side, the Purple Bungalow is where charm meets modern convenience. This beautifully updated home boasts newly refinished hardwood floors, new interior paint, spacious & flexible living spaces filled with light, a three season porch/mudroom w/built in storage. 3 cozy bedrooms upstairs and a gorgeous remodelled bath w/clawfoot tub. The kitchen is a

    Agent Photo

    Mary Browning

    Compass Real Estate Wisconsin

    (608) 560-0684

    2737 Union St, Madison, WI 53704
  • /42

    $460,000

    • 3 Beds
    • 1 Bath
    • 987 Sq Ft

    1406 Jenifer St, Madison, WI 53703

    Don't miss this dream opportunity to live in the historic Marquette neighborhood. 1406 Jenifer Street invites you in through its charming side porch, past beautiful landscaping and a sprawling front yard tree that matches the street's whimsical tone. Inside, you're greeted by a cozy living room and hardwood flooring. The stylish eat-in kitchen adds a pop of color, featuring open shelving and a

    Isabella Lazzareschi Realty Executives Cooper Spransy

    1406 Jenifer St, Madison, WI 53703
  • /44

    $570,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,978 Sq Ft

    2817 Milwaukee St, Madison, WI 53704

    Atwood Brick Two Story, The Wirth House, circa 1867, is on the WI Registry, offers a majestic private setting with mature trees and an expansive 11,029 sq ft corner lot set back off Milwaukee Street with the driveway & 2/12 car garage on Wirth Ct. Character rich interior boasts a formal foyer, original staircase & trim, hardwood floors, formal dining, parlor, spacious rooms and expansive windows

    Liz Lauer Lauer Realty Group, Inc.

    2817 Milwaukee St, Madison, WI 53704
  • /50

    $390,000

    • 2 Beds
    • 1.5 Baths
    • 1,207 Sq Ft

    30 Powers Ave, Madison, WI 53714

    Welcome home to this adorable Cape Cod located near Woodman's, Garver Feed Mill, and everything the near east side has to offer. You will fall in love with the beautiful wood floors and the charm of this sunlit home w/a large living room, formal dining and quaint kitchen that overlooks your expansive fenced in yard. There are 2 bedrooms and a full bathroom upstairs and finished space and 1/2 bath

    Tobi Silgman Lauer Realty Group, Inc.

    30 Powers Ave, Madison, WI 53714
  • /51

    $400,000

    $16K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 970 Sq Ft

    1037 Williamson St Unit 107, Madison, WI 53703

    Option to rent first! Live in the heart of Madison-charming contemporary condo in the highly sought-after Williamson-Marquette neighborhood—known for its walkability, vibrant shops, cafés, & unbeatable convenience. Everything you need is just steps away, from groceries to bike paths & public transit. Inside, natural light & beautiful hardwood floors create a warm, inviting feel. The open living

    Susan Detering Solidarity Realty, LLC

    1037 Williamson St Unit 107, Madison, WI 53703
  • /33

    $400,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    2929 Atwood Ave Unit 204, Madison, WI 53704

    Welcome to this freshly painted townhouse-style condo in one of Madison’s most vibrant and walkable neighborhoods near Lake Monona! 2 bed/1.5 bath condo features an open-concept main level with hardwood floors, gas fireplace and spacious living, dining, and kitchen areas. A wall of windows fills the space with natural light. Upstairs offers two spacious bedrooms, convenient in-unit laundry and a

    Sherry McKee Stark Company, REALTORS

    2929 Atwood Ave Unit 204, Madison, WI 53704
  • /35

    $350,000

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 697 Sq Ft

    107 Sutherland Ct Unit 323, Madison, WI 53704

    Wonderful garden facing unit in Linden Cohousing! Built in 2019, this top floor unit features a lovely open floor plan, a sunny balcony, and well cared for finishes from this original owner. Enjoy rare features such as the stove hood vent that actually vents to the outdoors, and that the unit is ADA compliant (see accessibility report). Best of all, enjoy a thoughtful, interactive, and supportive

    Asher Masino Lauer Realty Group, Inc.

    107 Sutherland Ct Unit 323, Madison, WI 53704
  • /44

    $284,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 666 Sq Ft

    248 N Marquette St, Madison, WI 53704

    Cute, updated, and priced to move - this 2 bed, 1 bath bungalow on Madison’s vibrant near east side checks all the boxes! With easy access to all the places you love, you’ll be close to fantastic restaurants, coffee shops, parks, and everyday conveniences. Inside, charm meets function with an updated kitchen and bathroom, gleaming hardwood floors, and sun-filled rooms thanks to an abundance of

    Dominic Colosimo EXP Realty, LLC

    248 N Marquette St, Madison, WI 53704
  • /68

    $435,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,775 Sq Ft

    1212 E Johnson St, Madison, WI 53703

    Value Range Market Pricing: $435,000-$450,000. Location, Location, Location. Enjoy the newly remodeled (per seller) 2nd floor of this 19th century home conveniently located in the heart of the Tenney Lapham neighborhood. Major bus stops & bike lanes are w/in a block, to get you to the Capital or University w/in minutes. A spacious kitchen, two distinct living areas, four bedrooms (one is

    Sheryl Schroeder Coldwell Banker Real Estate Group

    1212 E Johnson St, Madison, WI 53703
  • /41

    $675,000

    $25K PRICE DROP
    • 1,736 Sq Ft

    736 E Johnson St, Madison, WI 53703

    Unit rental in the heart of the Isthmus, (2 bedroom & 1 bedroom & Efficiencies) Unit #5 $1025 leased until 7/31/27. Excellent rental property with strong financial and lease history. Seller has updated almost all the windows along with electric panel and water heater, boiler serviced regularly. Roof has been replaced while Seller has owned the property. Some minor updates are still needed, Nice

    Jim Wilson Restaino & Associates

    736 E Johnson St, Madison, WI 53703
  • /32

    $395,000

    • 1 Bed
    • 1.5 Baths
    • 978 Sq Ft

    1029 Williamson St Unit 1, Madison, WI 53703

    Step into this fully updated condo in the heart of Willy st and feel right at ease; it's all been taken care of! All the charm of a home on the Isthmus, fully updated in 2006 including an exterior foundation rebuild. A private entry with a porch leads into the large, flexible living space, which features large bay windows reflecting onto the bamboo floors and a gas fireplace. Modern kitchen with

    Lindsey Cooper Lauer Realty Group, Inc.

    1029 Williamson St Unit 1, Madison, WI 53703
  • /30

    $249,900

    • 2 Beds
    • 1 Bath
    • 778 Sq Ft

    3530 Ridgeway Ave, Madison, WI 53704

    A great place to call home! Freshly painted, new carpet on steps and in bedrooms, new toilet, tub & surround and new flooring in bath, and a new kitchen countertop. 2nd bedroom does not have a closet. Full basement, 1 car garage and a partially fenced yard. Move in and add a bit of your own sweat equity continuing the updating. Sold in "as is" condition.

    Barb Stephani Restaino & Associates

    3530 Ridgeway Ave, Madison, WI 53704
  • /71

    $3,200,000

    • 6,654 Sq Ft

    120 N Franklin St, Madison, WI 53703

    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

    Imani Jones EXIT Realty HGM

    120 N Franklin St, Madison, WI 53703
  • /35

    $459,000

    • 2 Beds
    • 2 Baths
    • 1,151 Sq Ft

    641 E Dayton St Unit 1, Madison, WI 53703

    Welcome to this bright and airy 2-bedroom, 2-bath townhouse-style condo in the heart of Madison! Ideally located just blocks from Lakes Mendota and Monona, this home offers easy access to the UW campus, UW Hospital, Breese Stevens Field, and all the dining, shopping, and entertainment that downtown Madison has to offer. The thoughtfully designed floor plan features a bedroom and full bathroom on

    Elissa Zollin EXP Realty, LLC

    641 E Dayton St Unit 1, Madison, WI 53703
  • /39

    $635,000

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft

    137 E Wilson St Unit 314, Madison, WI 53703

    Downtown condominium ideally located in the heart of Madison, within walking distance to top-rated restaurants, vibrant entertainment, and exciting new development. Enjoy easy access to scenic bike trails along Lake Monona, perfect for outdoor enthusiasts. This light-filled unit features abundant natural light throughout and a private balcony with a convenient gas outlet—ideal for grilling or

    Maria Antoinette Cannarella Restaino & Associates

    137 E Wilson St Unit 314, Madison, WI 53703
  • /42

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,663 Sq Ft

    1130 E Gorham St Unit 1, Madison, WI 53703

    Exceptional east side residence just moments from the lake, parks, and downtown Madison, offering a rare blend of historic character and refined modern updates. This beautifully maintained home features a new detached 3-car garage (2021) with potential for future ADU/finished space above, updated electrical and plumbing (2018), and updated windows throughout much of the home. The remodeled

    Chris Ziegler Redfin Corporation

    1130 E Gorham St Unit 1, Madison, WI 53703
  • /24

    $640,000

    • 2,560 Sq Ft

    2069 Winnebago St, Madison, WI 53704

    Prime Near East Side 3-unit investment opportunity just steps from Schenk's Corners. Full of character, this well-maintained property features 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. Recent improvements include major electrical updates, vinyl siding, ceiling repairs, deck and

    Sarah Gabrielse Devout Real Estate Group, LLC

    2069 Winnebago St, Madison, WI 53704
  • /61

    $2,999,999

    • 4 Beds
    • 3 Baths
    • 3,578 Sq Ft

    155 E Wilson St Unit 702, Madison, WI 53703

    Architect-owned dual-level penthouse offers a serene retreat where high modernism meets panoramic lake views. Personally designed by renowned architect Kenton Peters, the home focuses on airy, expansive, environmentally layered spaces with carefully curated interiors that balance grand entertaining with intimate living. A main-level bedroom suite offers exceptional flexibility, complete with an

    Maria Antoinette Cannarella Restaino & Associates

    155 E Wilson St Unit 702, Madison, WI 53703
  • /23

    $900,000

    • 2,697 Sq Ft

    124 N Franklin St, Madison, WI 53703

    Rarely do you find a 2-flat with this much size, income, and upside all in one package! Located right next to James Madison Park, this 8-bedroom property is already generating over $7,100/month with potential to push rents beyond $8,200/month. The oversized units, off-street parking, unbeatable location, and classic charm make these apartments incredibly easy to rent year after year. Well

    Imani Jones EXIT Realty HGM

    124 N Franklin St, Madison, WI 53703
  • /34

    $679,000

    • 2 Beds
    • 2 Baths
    • 1,349 Sq Ft

    808 Williamson St Unit 207, Madison, WI 53703

    Rare opportunity to own this stunning downtown condo on iconic Willy Street with glimpses of Lake Monona! One of just 38 residences in the building, this beautifully appointed 2-bedroom, 2-bath corner unit offers upscale finishes and exceptional craftsmanship throughout. The gourmet kitchen features a Wolf dual-fuel range, Sub-Zero refrigerator, granite countertops, and rich cherry cabinetry.

    Andy Kramer Redfin Corporation

    808 Williamson St Unit 207, Madison, WI 53703
  • /55

    $450,000

    $109K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,650 Sq Ft

    2146 Winnebago St, Madison, WI 53704

    Many items are updated including siding, roofing, windows, doors, carpets, floors, screen porch, light fixtures and receptacles, central AC and furnace. Make this house on home on well known Winnebago street, which close to many small businesses. Room dimensions are estimated. Owner is a broker.

    Koua Vang Koua Vang

    2146 Winnebago St, Madison, WI 53704
  • /30

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    2933 Sachs St, Madison, WI 53704

    Tucked away at the end of a cul-de-sac bordering the Starkweather Creek Bike Path, this thoughtfully improved home offers the perfect blend of charm, convenience, & neighborhood character. Built in 1947, this 2BR/2BA bungalow features a newer kitchen & main bath, hdwds, newer windows, & a finished/exposed LL w/new vinyl plank flooring, remodeled bath, huge walk-in closet, abundant storage &

    Jolenta Averill Lake & City Homes Realty

    2933 Sachs St, Madison, WI 53704
  • /51

    $1,180,000

    • 2 Beds
    • 2 Baths
    • 2,146 Sq Ft

    125 N Hamilton St Unit 806, Madison, WI 53703

    SUNNY CAPITOL VIEW HOME @ CAPITOL POINT. South corner Downtown Madison condo with big windows providing direct Capitol views from living, dining, den & balcony. Treetop views of Mansion Hill, Lake Mendota, and lots of sky too. Feels and lives like a home not an apartment. Easy house-to-condo transition with all the comforts, ambiance, & space of a house. Generously sized rooms for large furniture

    Chris Atkinson Restaino & Associates

    125 N Hamilton St Unit 806, Madison, WI 53703
  • /38

    $450,000

    • 1 Bed
    • 1.5 Baths
    • 826 Sq Ft

    404 S Blount St Unit 308, Madison, WI 53703

    Five blocks from the Capitol Square, nestled in the highly desirable Marquette neighborhood, this 2-story townhouse-style condo at Fauerbach Condominiums delivers a lifestyle that simply cannot be replicated. Compact, characterful, and entirely its own thing: a tucked-away loft-style bedroom, a light-soaked solarium, a wood-burning fireplace, and 1.5 baths. What appear to be original details lend

    Mindi Kessenich Real Broker LLC

    404 S Blount St Unit 308, Madison, WI 53703
  • /49

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,401 Sq Ft

    1305 E Johnson St, Madison, WI 53703

    Welcome to this completely renovated stunner! Exquisite exterior stone work with breathtaking views of Tenney Park. Moments away from activities and dining and located directly across the street from the bus line. Enter into your completely remodeled chef’s kitchen boasting stunning hardwood cabinetry, granite counter tops, and SS appliances. Breathtaking hardwoods throughout the entire home.

    Bailey Fedler Berkshire Hathaway HomeServices True Realty

    1305 E Johnson St, Madison, WI 53703
  • /29

    $374,900

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,001 Sq Ft

    1150 Williamson St Unit 204, Madison, WI 53703

    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 bedroom retreat w/ walk-in closet, laundry nook

    Joshua Pelletter Rockwood Realty Group

    1150 Williamson St Unit 204, Madison, WI 53703
  • /36

    $515,000

    • 2 Beds
    • 1.5 Baths
    • 1,341 Sq Ft

    1037 Williamson St Unit 302, Madison, WI 53703

    If you're looking for a sun-drenched condo in a phenomenal location, this one is for you! Vaulted ceilings, skylights, and large windows create an open & airy living space. The floor plan is the best of both worlds: Open, yet plenty of room seating, bookshelves, and art. The large primary suite has beautiful arched windows & ample closet space. The second bedroom/den, while non-conforming, offers

    Andrea Bolan Relish Realty

    1037 Williamson St Unit 302, Madison, WI 53703
  • /13

    $2,100,000

    $200K PRICE DROP
    • 3,007 Sq Ft

    820 E Dayton St Unit 1, Madison, WI 53703

    Rare 4-parcel, 7-unit portfolio in Madison’s core Isthmus - the city’s most walkable, in-demand location. Combines true neighborhood feel w/immediate access to downtown, restaurants, grocery, entertainment, parks, major employers & the Capitol 8 blocks away. Includes 820, 822, 824 & 828 E Dayton St. Compelling opportunity for investors seeking current income+upside, multifamily developers

    William Butcher Conrad Development LLC

    820 E Dayton St Unit 1, Madison, WI 53703
  • /43

    $330,000

    • 2 Beds
    • 1 Bath
    • 1,052 Sq Ft

    3117 Emmet St, Madison, WI 53704

    CHARMING EAST SIDE MADISON HOME! This inviting two story home blends character and convenience in a desirable Madison location next to Garver Feed Mill. Built in 1914, this home offers classic wood floors, an updated kitchen, and updated mechanicals. Enjoy relaxing on the enclosed front porch or comfortable back yard. The home is in good condition, but could use some updates in some areas.

    The Lavik Home Team EXP Realty, LLC

    3117 Emmet St, Madison, WI 53704
  • /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
  • /52

    $650,000

    $26K PRICE DROP
    • 2,550 Sq Ft

    2027 E Washington Ave, Madison, WI 53704

    Fully remodeled 4 unit just minutes from the Capitol Square. Building includes one 2 bed, one 1 bed and two studios. Ample dedicated parking in back. Published rents include utility and pet fees. Unit 1 - $1,925 thru 7-31-26, Unit 2 - $1,100 thru 6-30-26 (moved out early), Unit 3 - $1,645 thru 5-31-27, Unit 4 - $1,355 thru 5-31-27. On site coin operated laundry & landlord currently pays all

    Ryan Schmitz The Hub Realty

    2027 E Washington Ave, Madison, WI 53704
  • /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
  • /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
  • /34

    $315,000

    • 2 Beds
    • 1 Bath
    • 1,187 Sq Ft

    722 Christianson Ave, Madison, WI 53714

    Welcome to 722 Christianson Avenue, a charming bungalow ranch in Madison offered below market value. This single-level home offers just over 1,100 sq ft of comfortable living space with classic character and thoughtful updates. Bright, open main floor filled with natural light, ideal for relaxing or entertaining. Kitchen and dining areas flow seamlessly for everyday living. Main level features

    Marine Yoo Real Broker LLC

    722 Christianson Ave, Madison, WI 53714
  • /53

    $699,500

    $50K PRICE DROP
    • 2,550 Sq Ft

    1332 E Dayton St, Madison, WI 53703

    Strong multifamily investment opportunity in a highly desirable East Madison location near downtown, UW–Madison, and the Atwood corridor. Offers solid rental demand, a functional layout with separate living spaces, and classic character throughout. The property presents long-term upside with value-add potential in a proven rental market. Convenient access to campus, dining, parks, and public

    Gerardo Jimenez Sprinkman Real Estate

    1332 E Dayton St, Madison, WI 53703
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