Homes for Sale near O'Keeffe Middle

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  /37

  $354,900

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft

  813 Powers Ave, Madison, WI 53714

  Opportunity knocks! This 3-bedroom, 2-bath home is full of potential and ready for your vision. Offering a great layout and the opportunity to build equity, this home features a new roof, newer furnace, updated electrical, and new LeafGuard gutters on the back of the home. Bring your design ideas and add your own finishing touches to make this property truly special. Conveniently located on

  

  Lisa Fritz

  Cold Water Realty

  813 Powers Ave, Madison, WI 53714
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  Explore O'Keeffe Middle

• 

  

  

  /36

  $349,900

  $40K 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

  

  Mary Browning

  Compass Real Estate Wisconsin

  2737 Union St, Madison, WI 53704
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  /90

  $1,795,000

  $455K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 5,374 Sq Ft

  752 E Gorham St, Madison, WI 53703

  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

  

  Sona Olson

  Real Broker LLC

  752 E Gorham St, Madison, WI 53703
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  /23

  $329,900

  $10K 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.

  

  Thomsen Team

  Modern Realty Partners LLC

  1027 Melvin Ct, Madison, WI 53704
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  /78

  $674,900

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  135 N Hancock St, Madison, WI 53703

  WOW! Just two blocks from James Madison Park and the Capitol, this beautifully renovated home offers the rare combination of historic charm and modern luxury. Welcome home to warm, light-filled spaces with gleaming hardwood floors, multiple gathering areas, and a stunning modern kitchen for entertaining and cooking. Spacious primary suite features a walk-in closet, heated bathroom floors, and

  Jon Poletti Haven Real Estate Partners

  135 N Hancock St, Madison, WI 53703
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  /32

  $375,000

  $20K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 978 Sq Ft

  1029 Williamson St Unit 1, Madison, WI 53703

  Motivated seller! 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.

  Lindsey Cooper Lauer Realty Group, Inc.

  1029 Williamson St Unit 1, Madison, WI 53703
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  /73

  $825,000

  • 5 Beds
  • 2.5 Baths
  • 2,802 Sq Ft

  1233 E Johnson St Unit 4, Madison, WI 53703

  Timeless 1924 Craftsman beautifully blends historic character with exceptional modern updates just two blocks from Tenney Park and only one mile to the Capitol. This stunning 5-bedroom home features gorgeous original woodwork, hardwood floors, glass transom windows, and a cozy gas fireplace. The chef's kitchen is equipped with quartz countertops, a GE Café Series range, Bosch refrigerator, and

  Sarah Deischer Sprinkman Real Estate

  1233 E Johnson St Unit 4, Madison, WI 53703
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  /42

  $445,000

  $15K PRICE DROP

  • 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
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  /44

  $249,900

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 666 Sq Ft

  248 N Marquette St, Madison, WI 53704

  New price. New opportunity. Cute, updated, and ready for its next owner, this 2-bedroom bungalow on Madison's vibrant near east side is the perfect opportunity to break into homeownership or expand your investment portfolio! Enjoy easy access to restaurants, coffee shops, parks, and everyday conveniences. Inside, you'll find an updated kitchen and bath, hardwood floors, and bright, sun-filled

  Dominic Colosimo EXP Realty, LLC

  248 N Marquette St, Madison, WI 53704
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  /44

  $699,900

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  126 S Hancock St, Madison, WI 53703

  Welcome to the Festner House! Gorgeous Italianate in the First Settlement District built in 1862 and listed on the Madison Historic Registry. Meticulously maintained and thoughtfully restored. From the dentil moldings and newer Marvin windows on the exterior, to the original flooring throughout the main floor. Large chef's kitchen complete with hickory flooring, stainless appliances as well as

  Mark Gladue Lauer Realty Group, Inc.

  126 S Hancock St, Madison, WI 53703
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  /59

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,042 Sq Ft

  54 S Bryan St, Madison, WI 53714

  Welcome home to this charming East Side bungalow, where timeless character meets thoughtful updates. This 3-bedroom, 2-bath home offers just over 1,000 square feet of inviting living space featuring beautifully refinished hardwood floors, abundant natural light, and an easy, functional layout including a first floor bedroom. Recent improvements include a new roof, new 200-amp electrical service,

  Anna Trull Stark Company, REALTORS

  54 S Bryan St, Madison, WI 53714
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  /62

  $750,000

  Open Sun 11:30AM - 1:30PM

  • 4 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  2209 Oakridge Ave, Madison, WI 53704

  Show 8/5 Atwood Craftsman perched in a great locale offers extensive updates & potential to expand w/walk up third floor. Dreamy classic features; lemonade sipping 3 season front porch, formal foyer w/open oak bannister, 9ft ceilings, gleaming oak floors, living w/ two sets of pocket doors & sunroom w/french doors offering two main level living spaces. Kitchen remodeled w/SS appliances, wood chop

  Liz Lauer Lauer Realty Group, Inc.

  2209 Oakridge Ave, Madison, WI 53704
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  /47

  $399,900

  • 1 Bed
  • 1.5 Baths
  • 980 Sq Ft

  201 N Blair St Unit 208, Madison, WI 53703

  Welcome to The Blair House in Downtown Madison, WI! Built by Key Construction and located within a short walk to James Madison Park, Breese Stevens, Festival Foods and Lake Mendota. Thoughtful updates throughout the unit include a newer kitchen with an induction range, breakfast bar and quartz countertops. Hardwood floors throughout the entire unit. Open-concept design features an open living and

  Mark Gladue Lauer Realty Group, Inc.

  201 N Blair St Unit 208, Madison, WI 53703
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  /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
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  /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
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  /68

  $420,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,775 Sq Ft

  1212 E Johnson St, Madison, WI 53703

  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 currently used as a 2nd LR (Main level) and two baths

  Sheryl Schroeder Coldwell Banker Real Estate Group

  1212 E Johnson St, Madison, WI 53703
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  /30

  $239,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 778 Sq Ft

  3530 Ridgeway Ave, Madison, WI 53704

  A great place to call home! Walking distance to MATC, shopping and restaurants. 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"

  Barb Stephani Restaino & Associates

  3530 Ridgeway Ave, Madison, WI 53704
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  /40

  $695,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,263 Sq Ft

  223 N Baldwin St, Madison, WI 53703

  Stunning all-brick home in the heart of Madison! Just across from Tenney Park, a short walk to Breese Stevens Field, Willy Street Co-op, an incredible selection of restaurants, & neighborhood amenities. Thoughtfully renovated down to the studs, the main level features solid walnut floors, a spacious gourmet kitchen with custom walnut cabinetry, Bosch double ovens & dishwasher, induction cooktop +

  Paul Haviland Stark Company, REALTORS

  223 N Baldwin St, Madison, WI 53703
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  /45

  $595,000

  • 3 Beds
  • 1.5 Baths
  • 1,609 Sq Ft

  733 E Gorham St, Madison, WI 53703

  Perfect house in a prime location!! Welcome home to this charming 3 bed/1.5 bath 2 story directly across from James Madison park & Lake Mendota! Enjoy the lake/capital views on your front porch swing or enter inside to find hardwood floors leading you through the main lvl’s living rm, formal dining, sunroom & remodeled kitchen w/ ss apps & center island. Find all 3 beds upstairs along w/ updated

  Chris Barreau MHB Real Estate

  733 E Gorham St, Madison, WI 53703
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  /22

  $795,000

  • 2,630 Sq Ft

  928 Spaight St, Madison, WI 53703

  4 unit apartment complex located just 2 blocks off Williamson St. and 1 block from Lake Monona. Unit# 1 is 2 bed + 1 bath, unit #2 is a studio + 1 bath, unit #2 is 1 bed + bath and unit #4 is 1 bed + den with 1 bath. Shared laundry in basement, front porch, shared driveway access, 4 parking spaces behind property, walking distance to many local restaurants and only 1 mile from downtown Madison.

  James Stopple Madison Property Management, Inc.

  928 Spaight St, Madison, WI 53703
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  /71

  $549,900

  • 2 Beds
  • 1 Bath
  • 1,319 Sq Ft

  1219 Rutledge St Unit 1, Madison, WI 53703

  Wake Up to the Best of Lake Monona Living! This 2-bedroom + den, 1-bath condo offers 1,319 sq ft of comfortable living with direct access to Lake Monona through the included pier. Inside, you'll find a warm and inviting living area centered around a fireplace, in-unit laundry for everyday convenience, and a functional layout designed for easy living. Step outside to the patio, perfect for morning

  Matt Kornstedt Stark Company, REALTORS

  1219 Rutledge St Unit 1, Madison, WI 53703
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  /43

  $595,000

  • 2 Beds
  • 1 Bath
  • 1,039 Sq Ft

  1151 Jenifer St, Madison, WI 53703

  This 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. Attached 1-stall garage. Unfinished basement provides excellent storage. Walkable to Orton Park, local restaurants, cafes, and shops on Willy

  Timothy Flores LPT Realty

  1151 Jenifer St, Madison, WI 53703
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  /71

  $3,043,000

  $157K PRICE DROP

  • 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
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  /24

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  1907 E Washington Ave, Madison, WI 53704

  Updated Madison home offering the perfect blend of modern updates, artistic character, and an exceptional location. This 3-bedroom, 2.5-bath home features a spacious primary suite with a large closet and an updated en-suite bathroom with a new shower. Thoughtfully maintained and extensively improved, this home offers peace of mind with numerous updates, including a new roof (July 2026), central

  Katia Blanchette Keller Williams Realty

  1907 E Washington Ave, Madison, WI 53704
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  /35

  $449,000

  $10K PRICE DROP

  • 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, end-unit 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, hospitals, the state capital, and all the dining, shopping, and entertainment that downtown Madison has to offer. The thoughtfully designed floor plan features a bedroom and full

  Elissa Zollin EXP Realty, LLC

  641 E Dayton St Unit 1, Madison, WI 53703
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  /42

  $715,000

  $10K PRICE DROP

  • 4 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
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  /24

  $600,000

  $40K PRICE DROP

  • 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
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  /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
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  /20

  $415,000

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  405 Rogers St, Madison, WI 53703

  Charming 2-bedroom, 1-bath home in the heart of Madison's vibrant East Side! This prime location puts you within walking distance of some of the city's best restaurants, entertainment, and the lake; perfect for enjoying everything Madison has to offer right outside your door. Whether you're grabbing coffee at a neighborhood cafe, catching a show, or taking a sunset stroll along the water, this

  Tiffany Malone Compass Real Estate Wisconsin

  405 Rogers St, Madison, WI 53703
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  /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
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  /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
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  /35

  $269,900

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft

  3231 Worthington Ave, Madison, WI 53714

  Small, but mighty! Adorable bungalow with everything you need. Fully brand new exterior; siding, roof, gutters. The uplighting front door leads you into a living room with vaulted ceilings, a loft that fits a twin bed, and gorgeous original 8-inch wood plank floors that extend into the main bedroom. Tons of function in the updated kitchen with continued vaulted ceilings, stainless steel

  Greta Drammeh Accord Realty

  3231 Worthington Ave, Madison, WI 53714
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  /38

  $400,000

  $50K PRICE DROP

  • 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
• 

  

  /20

  $319,000

  • 1 Bed
  • 1 Bath
  • 692 Sq Ft

  111 N Hamilton St Unit 203, Madison, WI 53703

  Experience downtown Madison living at its finest! This stunning end-unit condo offers breathtaking rooftop terrace views of the Capitol and Lake Mendota, where spectacular sunrises and sunsets create an unforgettable backdrop year-round. Located just steps from James Madison Park, State Street, the Capitol Square, and Madison's best dining, shopping, and entertainment, the location simply can't

  Andy Kramer Redfin Corporation

  111 N Hamilton St Unit 203, Madison, WI 53703
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  /44

  $450,000

  $49K PRICE DROP

  • 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
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  /33

  $710,000

  • 3,192 Sq Ft

  14 N Franklin St, Madison, WI 53703

  Classic downtown 3-unit in an unbeatable location! New roof coming week of 7/20. Just blocks from the Capitol Square and James Madison Park, this well-maintained property offers the perfect combination of historic charm and investment potential. Residents will love the inviting front and back decks, ideal for relaxing or entertaining, while enjoying easy access to downtown dining, shopping,

  Jeffrey Cullen Weichert, Realtors- Lakepoint

  14 N Franklin St, Madison, WI 53703
• 

  

  /29

  $354,900

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,001 Sq Ft

  1150 Williamson St Unit 204, Madison, WI 53703

  Priced $35,000 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
• 

  

  /44

  $298,000

  Open Sat 12:30PM - 2:30PM

  • 1 Bed
  • 1 Bath
  • 573 Sq Ft

  123 N Blount St Unit 102, Madison, WI 53703

  Welcome home to this stunning open-concept studio apartment that perfectly blends historic charm with modern updates. Featuring a magnificent private terrace, this unique condo offers large windows that fill the space with natural light, highlighting the character of the historic building, including beautiful exposed wood beams and timeless architectural details. The convenient main-level entry

  Maria Antoinette Cannarella Restaino & Associates

  123 N Blount St Unit 102, Madison, WI 53703
• 

  

  /13

  $629,900

  • 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
• 

  

  /36

  $489,900

  $25K PRICE DROP

  • 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 for seating, bookshelves, and art. The large primary suite has beautiful arched windows & ample closet space. The second bedroom/den, while non-conforming,

  Andrea Bolan Relish Realty

  1037 Williamson St Unit 302, Madison, WI 53703

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