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5606 Raymond Rd, Madison
$440,000
4 Beds ⋅ 3 Baths ⋅ 2035372 MLS ⋅ ACTIVE Status
Welcome to this inviting ranch home in Madison’s Meadowood neighborhood! The main level features hardwood floors throughout, a comfortable living room with a wood burning fireplace, and three bedrooms, including a spacious primary bedroom with its own half bath. Two additional bedrooms share a full bathroom. The lower level adds great flexibility with a family room, bedroom with an egress window, den/office, and a second kitchen creating an ideal space for guests, extended family, or a potential mother-in-law suite. Step outside to the spacious backyard, where there is plenty of room to entertain, gather around a bonfire, or create a play area. A home with space, flexibility, and plenty of opportunity to make it your own!

5606 Raymond Rd, Madison

2533 Gregory St, Madison
$775,000
3 Beds ⋅ 4 Baths ⋅ 2035371 MLS ⋅ ACTIVE Status
Enjoy this well-cared-for Colonial home with 3 bedrooms and 3.5 baths in the Dudgeon-Monroe neighborhood, featuring hardwood floors throughout. First time on the market since the seller purchased it 49 years ago. The main floor offers a formal dining room, efficient kitchen with a breakfast nook, and a light-filled living room with a wood-burning fireplace and sunroom with skylights. The second floor features a primary bedroom with its own full bath and two additional bedrooms that share a full bath. The third floor offers flexible space that can be used as a bedroom, office, or both, plus a full bath. Adding a mini-split A/C is recommended to keep the entire third floor comfortable during the summer. The electrical service was upgraded to a 200-amp panel with capacity to accommodate future installation of an electric vehicle charger. Amazing location near Lake Wingra, bike paths, and Monroe Street shops, cafés, and parks.

2533 Gregory St, Madison

4788 Suelo Rd, Fitchburg
$554,900
3 Beds ⋅ 3 Baths ⋅ 2035366 MLS ⋅ ACTIVE Status
Enjoy space to gather and room to recharge in this healthy, energy-efficient NEW Tim O’Brien Home in Terravessa. Sip morning coffee on your oversized front porch, then welcome friends into an expansive great room where a cozy fireplace sets the scene for relaxed evenings. A large, bright kitchen opens to the dining and living areas, so you can prepare dinner while staying part of the conversation. A large rear foyer offers a welcoming spot to leave the day behind. Upstairs, unwind in your primary suite with a walk-in closet and private bath featuring a tiled shower with bench. Two additional bedrooms each offer a walk-in closet, while a full bath and second-floor laundry make everyday routines easier. An oversized 2-car garage provides space for vehicles and storage. Fill your weekends with walks through the neighboring 170-acre nature preserve, enjoy shops and amenities in and around the neighborhood, or head downtown just 12 minutes away. February completion.

4788 Suelo Rd, Fitchburg

6923 Dominion Dr, Madison
$464,900
3 Beds ⋅ 3 Baths ⋅ 2035365 MLS ⋅ ACTIVE Status
Welcome home to this inviting 3-bedroom, 2.5 bath home situated on a spacious lot! Step inside to discover beautiful wood floors, impressive 9-foot ceilings, and a thoughtfully designed layout offering both comfort and functionality. The primary suite features stunning cathedral ceilings, creating an open and airy retreat. Enjoy the convivence of a wider driveway & an attached garage with an additional 4 ft of space, perfect for extra storage, tools, or rec equipment. Just off the back of the home, the three-season room provides wonderful space to relax, entertain or enjoy the views of the backyard. With its generous lot size, desirable features, and inviting living spaces, this home offers a great combination of charm, comfort and practicality!

6923 Dominion Dr, Madison

4790 Lacy Rd, Fitchburg
$584,900
4 Beds ⋅ 3 Baths ⋅ 2035363 MLS ⋅ ACTIVE Status
Discover room to live, work and unwind in this spacious, healthy, energy-efficient NEW Tim O'Brien Home in Terravessa. Begin your day with coffee on the oversized front porch and end it gathered around the great room fireplace. The large, bright kitchen flows into the dining and living areas, keeping you connected while preparing meals or hosting friends. Four bedrooms plus a flex room offer space for everyone, with a dedicated spot for an office, playroom, den or favorite hobby. Your primary suite provides a relaxing retreat with box tray ceiling, a private en suite bath room with tiled shower and walk-in closet. Three additional bedrooms each feature their own walk-in closet, while a full bath and conveniently located second-floor laundry simplify daily routines. A 3-car garage adds room for vehicles and storage. Spend weekends exploring scenic trails in the neighboring 170-acre nature preserve, with shops and amenities in the neighborhood and nearby as downtown just 12 minutes away.

4790 Lacy Rd, Fitchburg

1917 Winchester Way, Waunakee
$705,000
5 Beds ⋅ 3 Baths ⋅ 2035348 MLS ⋅ ACTIVE Status
Beautifully updated, executive ranch set on a large, mature, private lot! This spacious home offers 5 bedrooms, 3 full baths, main-level laundry, and an oversized 3-car garage. The gourmet kitchen features quartz countertops, tile backsplash, cherry cabinetry, breakfast bar, and a generous dinette that opens to the inviting great room with cathedral ceilings and a gas fireplace. The primary suite includes a walk-in closet and remodeled spa-inspired bath with tiled walk-in shower. The walk-out lower level offers an expansive family room with a second gas fireplace, wet bar, office, 2 spacious bedrooms and full bath—ideal for entertaining, working from home, or hosting guests. A wonderful combination of space, comfort, and privacy!

1917 Winchester Way, Waunakee

2339 Manley Dr, Sun Prairie
$649,000
4 Beds ⋅ 3 Baths ⋅ 2035343 MLS ⋅ ACTIVE Status
This modern ranch style home sits on .92 acres that offers nearly 3,000+ sq. ft., 4 beds, 3 baths and an extra-deep 3-car garage. The spacious kitchen and dining area features stainless steel appliances, high resolution laminate countertops, an expansive breakfast bar, with plenty of natural light shining through the bank of windows. The great/living room boast almost 10 ft ceilings and a gas fireplace framed by two windows. Unwind to the serene primary suite with walk-in closet and the walk-in shower. Don't forget there are 2 other bedrooms as well. The exposed lower level offers a generous rec room w/luxury vinyl plank flooring, the 4th bedroom, and the 3rd bathroom, office/den, flex space w/plenty of storage. Step outside to enjoy the maintenance free deck, lower level cement patio, a firepit area, great for grilling, gathering, or simply relaxing on this beautiful peaceful lot. New Roof was put on in 2026. A blend of comfort, space and peaceful surroundings, to call home!

2339 Manley Dr, Sun Prairie

1126 Sunfield St, Sun Prairie
$389,900
3 Beds ⋅ 2 Baths ⋅ 2035334 MLS ⋅ ACTIVE Status
Welcome to this charming 3 bedroom, 2 bath ranch home offering 1,626 sqft of living space in Sun Prairie! Situated on a spacious corner lot, this home features front natural wood siding, inviting living spaces, and an attached 2 car garage with an outlet for EV charging compatibility. Step inside to discover a vaulted ceiling and skylight that fill the home with natural light. The kitchen offers hard surface countertops and a functional layout. Downstairs, enjoy a finished basement complete with a bar, perfect for entertaining or relaxing. Step outside into the private, fenced backyard with a uniquely tiled patio, perfect for gatherings. Black Mini Clover added in spring 2026 offers a low-maintenance, drought-tolerant lawn designed to reduce mowing, watering, fertilizer use, and weeds. With distinctive architectural features and versatile living spaces, this home offers comfort and character!

1126 Sunfield St, Sun Prairie

4744 County Road F, Vermont
$450,000
2 Beds ⋅ 1 Baths ⋅ 2035328 MLS ⋅ ACTIVE Status
A wooded country retreat with Pleasant Valley Conservancy just beyond the yard. Set on 1.5 acres in the Town of Vermont, this 2 bedroom, 1.5 bath raised ranch combines comfortable living spaces with a special connection to nature. Gather in the living room around the wood burning fireplace, enjoy meals in the separate dining area, or step onto the deck for morning coffee surrounded by trees. Both bedrooms are on the main level. The partially finished walkout lower level offers flexible space for an office, hobbies, or a rec room, with access to the attached 2 car garage. Outside, there is room to garden, relax, and enjoy the changing seasons. A small trail connects the property to the adjoining conservancy, bringing walks, birdwatching, and seasonal wildflowers close to home. Nearby trout fishing, parks, biking, and winter recreation add to the appeal of this rural setting.

4744 County Road F, Vermont

110 Horseshoe Bnd, Madison
$899,000
4 Beds ⋅ 3 Baths ⋅ 2035321 MLS ⋅ ACTIVE UNDER CONTRACT Status
Located on a quiet cul-de-sac, this home offers spacious living areas, a mature lot, and exciting potential to make it your own. Generously sized rooms provide a comfortable setting for everyday living and entertaining. The main level features a primary bedroom with an expansive bath, convenient main-level laundry, and a welcoming family room anchored by a fireplace. Enjoy the peaceful backyard from the screened porch, a perfect spot to relax and unwind. Upstairs, three additional bedrooms share a full bath with both a walk-in shower and bathtub. Looking for room to grow? The unfinished basement offers the opportunity to expand your living space and add square footage to suit your needs. A wonderful opportunity to personalize, update, and create a home that reflects your style in a desirable cul-de-sac setting.

110 Horseshoe Bnd, Madison

613 W Dean Ave, Monona
$650,000
3 Beds ⋅ 2 Baths ⋅ 2035291 MLS ⋅ ACTIVE Status
One block from Lake Monona, Schluter Beach & Monona Bait & Ice Cream Shop, this thoughtfully renovated 3 bdrm + 2 bath ranch blends modern updates w/ timeless character. The remodeled kitchen features quartz counters, a ceramic tile backsplash, ss appliances & ample cabinet space. Completely rebuilt from the foundation in '21, the back living rm is flooded w/ natural light & showcases beautiful wood floors, vaulted ceilings & a gas fireplace. Outside, the patio is ready for quiet evenings or lively gatherings w/ a wood burning fireplace, built in flattop grill & bev center. Extensive updates include the patio & outdoor fireplace in '17, refinished wood floors in '20, roof, gutters, siding, exterior doors, living rm addition & kitchen remodel in '21, h2o heater, AC/heat pump in '24, gutter guards, flattop grill & bev center in '25 + sump pump in '26. Enjoy exceptional proximity to Downtown Madison while still embracing the welcoming, close knit community feel Monona is well known for.

613 W Dean Ave, Monona

4792 Suelo Rd, Fitchburg
$564,900
3 Beds ⋅ 3 Baths ⋅ 2035287 MLS ⋅ ACTIVE Status
Start your mornings with coffee on the oversized front porch and end your evenings curled up beside the great room fireplace. This move-in-ready Terravessa home welcomes you with striking black windows and beautiful landscaping. Inside, the bright, open kitchen and dining area invite everything from casual breakfasts to dinners with friends. Make the flex room your quiet home office or a place to enjoy your favorite hobby. Upstairs, retreat to a primary suite with airy cathedral ceilings, a walk-in closet and private bath with tiled shower. Two additional bedrooms and a full bath offer space to spread out, while second-floor laundry keeps chores close at hand. A 2-car garage adds everyday convenience to this healthy, energy-efficient NEW home. Walk the scenic trails of the neighboring 170 acre nature preserve, enjoy nearby shops and amenities, or head downtown just 12 minutes away. Your next chapter feels right at home here. February completion.

4792 Suelo Rd, Fitchburg

4498 Scenic Oak Dr, Cottage Grove
$759,900
3 Beds ⋅ 3 Baths ⋅ 2035285 MLS ⋅ ACTIVE Status
Find room to relax in Tim O'Brien Homes' Kendall split ranch in Cottage Grove's desirable Kennedy Hills! Set on 0.8 acres with a mature rear tree line, this home offers backyard privacy and peaceful views. A large front porch welcomes you to an open layout filled with natural light. The great room features a box tray ceiling and cozy fireplace, while the spacious kitchen shines with a large island and walk-in pantry. Enjoy backyard views from the sunny dining room or unwind on the covered rear porch. A flex room fits your office, den or playroom. The private primary suite features a box tray ceiling, two walk-in closets and an en suite with dual sinks and a tiled shower with bench. Across the home, two bedrooms share a full bath, with a separate powder bath for guests. A spacious rear foyer, separate laundry room, large walk-in closet and generous 3-car garage provide abundant storage for everyday living in this energy efficient new construction home. January completion.

4498 Scenic Oak Dr, Cottage Grove

269 Goede Rd, Albion
$469,000
3 Beds ⋅ 2 Baths ⋅ 2034695 MLS ⋅ ACTIVE Status
Enjoy the space and privacy of 1.88 acres with this beautifully updated ranch home! Major updates have already been taken care of, including new siding, windows, metal roof, flooring throughout, fresh paint, A/C and furnace. Original character shines through with charming arched doorways and timeless details. The finished lower level offers additional living space with a walkout to the patio and hot tub, plus a spacious backyard fire pit area perfect for entertaining. Convenient laundry is available on both the main and lower levels. A new 24X27 Cleary 2-car detached garage/workshop, built in 2025, provides plenty of space for vehicles, hobbies, storage, and more, with 220-amp service. This property offers the perfect combination of updates, character, acreage, and functionality!

269 Goede Rd, Albion

5302 Camilla Rd, Madison
$450,000
3 Beds ⋅ 2 Baths ⋅ 2035282 MLS ⋅ ACTIVE Status
Immaculate home in peaceful neighborhood, over $80K in updates added in last two years! New in 2026: roof, AC, kitchen cabinets, quartz countertop, backsplash, bathrooms, all appliances, LVP, carpet and pad, paint, base trim, lighting and plumbing fixtures. Furnace new in 2025. Step inside to professional craftsmanship in the oak floors, railings, and crown molding. The kitchen features quartz counters, an undermount sink, timeless subway tile backsplash, soft-close cabinets, and beautiful stainless-steel appliances. A dining area flows to the living room, and a sitting room with a wood-burning fireplace overlooks the huge backyard. Upstairs are three bedrooms, including a primary with two closets, one a walk-in, and a full bath with dual entry. Both baths, including the main-level half, have new fixtures, quartz, and LVP flooring. Relax on the covered porch or large back deck. The lower level has a clean shop room and space to finish or use as storage. Small shed in back yard.

5302 Camilla Rd, Madison

1620 Adams St, Madison
$1,095,000
5 Beds ⋅ 3 Baths ⋅ 2035272 MLS ⋅ ACTIVE Status
Start your next chapter in a Madison home with roots dating to 1906. Three levels of living space give you room to spread out, welcome guests and carve out a spot of your own. An open-concept kitchen, living + dining area creates an inviting space for gathering, complete with a kitchen island + breakfast bar. Settle in by the fireplace on winter evenings, or make the third level your primary suite including a mini-split system & heated tile, a place to read, work or unwind. A stone foundation reflects the home’s history, while central air and a roof replaced in 2024 bring everyday comfort and practicality. A one-car garage and unfinished basement add useful storage space. Full of possibility, this home is ready for your personal touch.

1620 Adams St, Madison

372 Orchid Ave, Stoughton
$410,000
3 Beds ⋅ 3 Baths ⋅ 2035263 MLS ⋅ ACTIVE Status
Imagine pulling into your driveway, greeted by an established yard filled with native flowers and young trees. Step inside this sun-drenched, south-facing 2-year-old home—where peace of mind comes standard thanks to no HOA restrictions and 2 years remaining on the builder warranty. Seller has upgraded the home by adding windows to the laundry room and side bedroom. On the main floor, life flows effortlessly from the spacious living room into a friendly open kitchen complete with soft-close cabinets, a cook’s island, and a massive walk-in pantry. Upstairs, unwind in your spacious primary suite with a private bath. Bright laundry room on same level as bedrooms! Modern comfort meets smart living with spray foam insulation and energy-efficient tech keeping utility costs low. Complete with a 2-car garage featuring a hobby sink. Home also has a clean basement plumbed for a bath and has an egress window ready to finish and add additional bedroom, office, etc. Troll Beach just blocks away.

372 Orchid Ave, Stoughton

1532 Thoreau Dr, Sun Prairie
$499,900
4 Beds ⋅ 3 Baths ⋅ 2035030 MLS ⋅ ACTIVE Status
Overlooking a beautiful park, pond, & miles of open greenspace! Beautiful 2556 sqft 4 bdrm home on one of the most sought after lots! Move-in ready for quick occupancy! Large great rm wide open to a spectacular kitchen w/maple trim, quartz counters, & SS applcs! All highlighted w/ 3/4" hickory flring & an abundance of windows flooding the area w/sunlight! You'll be wowed by how huge the rms are! Walk-in pantry, 1st flr laundry, & bath off the att 2 car garage- insulated & drywalled. 4 magnificent bdrms upstairs! Owner's suite has a luxurious bath w/jetted tub, & oversized shower w/dual shower heads, walk-in closet, & private covered patio overlooking the beautiful nature conservancy! Bdrm 4 offers a patio door to a large private deck! Recently finished LL family rm perfectly set up for a theater rm, game rm, & workout area. LL bath rough, New furnace & air 1 yr old, duct work cleaned 2022, 50 gal H2O heater 2026. Don't miss this incredible home! Close to shopping, restaurants, & more!

1532 Thoreau Dr, Sun Prairie

533 Redan Dr, Madison
$575,000
4 Beds ⋅ 3 Baths ⋅ 2035258 MLS ⋅ ACTIVE Status
Discover this inviting 4-bedroom, 2.5-bath home in sought-after Acacia Ridge! The open-concept main level features a spacious kitchen with an oversized island, stylish backsplash, and pantry, flowing into a cozy living room with gas fireplace. A front flex room is ideal for a home office, while a half bath and laundry/mudroom add everyday convenience. Upstairs, four bedrooms include a spacious primary suite with walk-in closet, dual vanities, and walk-in shower. The finished lower-level rec room offers extra living space, plus unfinished storage. Enjoy the large patio and backyard, 2-car garage, and convenient access to west-side shopping, dining, and the Beltline. NEW IN 2026; paint throughout home, living room built ins, painted kitchen cabinets + fixtures, backyard fire pit, garage epoxy, carpet, light fixtures, washer, dryer, and refrigerator.

533 Redan Dr, Madison

4610 Commercial Ave, Madison
$575,000
5 Beds ⋅ 5 Baths ⋅ 2034834 MLS ⋅ ACTIVE Status
Come home to a charming updated colonial on an extremely large and fully fenced in lot. This property grants easy access to everything that living in the Madison area provides. Mature fruit trees and raised garden beds adorn the expansive private oasis outside while ample space for entertaining and relaxation are found within. The main suite includes an attached sunroom with adjacent deck and a luxurious private bath offering a walk-in shower and jetted tub. Two more bedrooms on the upper level and two on the ground level bring flexible accommodation. The kitchen's thoughtful design allows casual dining at the breakfast bar or more formal meals in the adjacent dining room which leads out to an expansive patio. The lower level includes an in-home theater with terraced seating, a wet bar, and extra space for a home gym and a recreation or game room. A new roof ('26) Furnace ('26) H20 softener ('25) Washer & Dryer ('25) Range ('25) provide the next owners peace of mind. Come take a tour!

4610 Commercial Ave, Madison

1929 Melrose St, Madison
$389,900
3 Beds ⋅ 2 Baths ⋅ 2035184 MLS ⋅ ACTIVE UNDER CONTRACT Status
OPEN CANCELED A/O! CHARMING YET MODERN! Fall in love with this beautiful cape cod filled with character-yet a modern surprise! Walk into the lovely front living rm accented by solid 3/4" hardwood flrs & sweet arched doorways that lead to a sun filled country kitchen w/pantry! The spacious dinette is accented by hardwood flrs that flow into the porch beaming with natural sunlight & overlooks the large lot w/new custom stone patio! There is a hardwood 1st flr bdrm & bath. Be ready for a jaw dropping surprise! The beautifully renovated 2nd floor addition will take your breath away! A chic modern appeal accents a spectacular loft family rm w/high vaulted ceiling, stylish fixtures & accents! King size Owner's Suite w/custom walk-in closet! Lovely 2nd bdrm & bath up- all remodeled with top of the line finishes & reinsulated for energy efficiency. Taken down to studs- New insulation, windows, drywall, carpet, & trim-simply gorgeous! New Roof 2026,New furnace 2011, New water htr, garage &more!

1929 Melrose St, Madison

6678 Warner Farm Dr, Windsor
$624,900
3 Beds ⋅ 3 Baths ⋅ 2035250 MLS ⋅ ACTIVE UNDER CONTRACT Status
One of your last opportunities to own new construction in the final phase of desirable Bear Tree Farms! Tim O’Brien Homes’ Holly ranch offers 3 bedrooms plus a flex room with French doors, perfect for your office, den or playroom. An oversized front porch welcomes you into a bright, sunny open layout with room to host friends and enjoy everyday life. Gather around the cozy great room fireplace beneath a beautiful box tray ceiling. Your primary suite offers a cathedral ceiling, walk-in closet and private bath with dual sink vanity and tiled shower. A large 3-car garage provides plenty of space for vehicles and storage. Enjoy a community designed for connection, with a neighborhood park, splash pad, pickleball courts, walking trails and more! Imagine morning strolls, afternoons at the park and relaxing evenings on your front porch. Estimated completion February 2027.

6678 Warner Farm Dr, Windsor

207 S Marietta St, Verona
$439,000
3 Beds ⋅ 2 Baths ⋅ 2035243 MLS ⋅ ACTIVE UNDER CONTRACT Status
Beautifully renovated 3-bed, 2-bath home in Verona! The main level features an inviting living room, an updated kitchen with dinette, and a primary suite with private bath. Two more bedrooms, a full bath, a den ideal for a home office, and first-floor laundry complete the main floor. The lower level offers a spacious rec room plus a versatile bonus room for entertaining, hobbies, or a home gym. Recent updates include floors, granite countertops, all appliances, AC unit, carpet and more! Enjoy Verona’s local shops, restaurants, breweries, and parks, plus easy access to the Military Ridge State Trail. Quick access to Epic’s campus, Hwy 18/151, and Madison makes commuting a breeze. Schedule your showing today!

207 S Marietta St, Verona

530 Galileo Dr, Madison
$495,000
3 Beds ⋅ 2 Baths ⋅ 2035214 MLS ⋅ ACTIVE Status
Some homes just make life easier. This one does it without asking you to give anything up. The professionally landscaped yard is fully maintenance-free (and home to pollinators galore), so weekends are yours again. The sunroom is the kind of space you didn't know you needed until you're sitting in it with your morning coffee and realize you're never leaving. One-level living means everything you need is right where you need it, no stairs, no hassle, just home. This three bedroom, 2 bath open concept layout makes entertaining and everyday living a breeze. The practical stuff is handled too. EV charger in the garage, electronic charging station at the ready, water filtration system, and an established neighborhood that already feels like somewhere people stay.

530 Galileo Dr, 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.

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