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$480,000
3 Beds ⋅ 2.5 Baths
PRICE IMPROVEMENT! Fantastic ranch half duplex condo with over 3,000 sq. ft., this 3-bedroom, 2.5-bath home offers an open design with soaring vaulted ceilings, two inviting gas fireplaces, and flexible spaces perfect for entertaining or relaxing. The kitchen overlooks the main living area, keeping everyone connected. Step outside to enjoy the screened porch or balcony?ideal for quiet mornings or evening sunsets. The finished lower level features a wet bar, creating the perfect setting for game days and gatherings. An attached 2-car garage and condo fee that covers lawn care and snow removal mean more time enjoying life and less time on chores. Experience the lifestyle you've been waiting for in desirable Cottage Grove!

617 Nightingale Lane, Cottage Grove

Listing courtesy of Stark Company, REALTORS.

$444,900
3 Beds ⋅ 3 Baths
SPACIOUS MAIN FLOOR LIVING! WALK TO THE PARK, SCHOOL & MORE! Set on a spacious corner lot, this 2,300+ sq ft, 3 bedroom, 3 bath home features an open layout, vaulted ceilings, two fireplaces, and a finished lower level. Walk to Northlawn Park and Taylor Prairie Elementary in the Monona Grove School District, with quick access to Hwy 12/18 and Madison. The main level offers vaulted ceilings and a wood burning fireplace, updated large back deck, and laundry. The master bedroom includes a walk-in closet and en-suite bath, while two additional bedrooms are located at the opposite end for added privacy. Downstairs, the finished lower level adds a spacious multi-purpose room with a gas fireplace, a full bathroom, and plenty of flexible space for relaxing, entertaining, working from home, or hosting guests. A large utility and storage area provides additional room for seasonal items and household needs. Updates- furnace and gutters: 2023; stove and refrigerator: 2024; egress window: 2025

752 Westlawn Drive, Cottage Grove

Listing courtesy of EXP Realty, LLC.

$399,000
2 Beds ⋅ 1 Baths
Rare opportunities like this don't come along often! Nestled on an incredible 1.6-acre lot in the heart of Cottage Grove, this charming 2-bedroom, 1-bath ranch offers a property that's nearly impossible to find within village limits. Whether you've dreamed of creating your own backyard oasis, adding gardens, hosting gatherings, or simply enjoying wide-open green space, this expansive lot provides endless room to make it your own. Inside, you'll find a cozy, inviting home, while outside you'll enjoy the privacy and freedom that only a property of this size can offer. All this, just minutes from parks, shopping, restaurants, and with convenient access to major highways for an easy commute. Experience the perfect balance of in-town convenience and the spacious feel of country living?properties like this are truly one of a kind!

237 N Main Street, Cottage Grove

Listing courtesy of Y Realty.

$395,000
3 Beds ⋅ 1 Baths
Opportunity awaits across from Door Creek Golf Course and just minutes from Glacial Drumlin School! Once a historic schoolhouse, this unique 3 bedroom Cape Cod was later converted into a residence and is ready for its next chapter. Situated on approximately 3 acres divided into two parcels, the property offers excellent potential for investors, rehabbers, builders, or developers. An unfinished area on the second story may provide an opportunity to add finished living space and increase the home?s overall square footage. Renovate and restore the existing residence as a distinctive fix and flip project, or explore possibilities for new construction and future development. *The property is being sold "as-is" and require improvements. Bring your contractor, creativity, and vision to unlock its potential. Buyers should independently verify zoning, parcel boundaries, building requirements, square footage potential, and permitted uses with the Town of Cottage Grove.

4364 Vilas Road, Cottage Grove

Listing courtesy of Alexander Real Estate WI, LLC.

$5,500,000
Development Property!! 104.7 Acres of prime development property located on the west side of current subdivision just in the Village of Cottage Grove with water and sewer and in roads on the lot line. Village has invested in a future new sewer lift station on the site. Property is currently in annexation into the village with urban services! Call today for details!

2293 W Ridge Road, Cottage Grove

Listing courtesy of Bunbury & Assoc, REALTORS.

$489,900
3 Beds ⋅ 2 Baths
Recently remodeled, this beauty is move-in ready & sits on 2/3 of an acre at the end of a cul-de-sac! New roof in 2026! Big deck overlooking east-facing backyard & fields. Hot tub included (2020). Beautiful kitchen remodeled (2020) w/tile backsplash, multiple pantries. You will love this large breakfast bar/island area! Generously sized living room has Hickory LVT flooring, & glorious wall of windows w/window seating area! King-size primary bedroom suite w/wall of lighted closets & private remodeled bathroom. Exposed sunny finished LL has sleek polished concrete floors w/classy dramatic ceiling beams & cozy wood fireplace. LL Office & big Laundry. 2 car garage + detached garage/shed. New furnace & Central Air 2022-23. Pella windows thru much of home.Quiet rural subdivision home within the acclaimed Monona-Grove School district and only a .5 mile away from Door Creek Golf Course! Rural subdivision home within the acclaimed Monona SD! Chicken Coop included! Kiss that City Water goodbye!

2789 Ruffian Circle, Cottage Grove

Listing courtesy of American, REALTORS.

$449,900
4 Beds ⋅ 3 Baths
If you?ve been looking for a home where everyone can spread out without feeling disconnected? this is it. With 1,772 finished sq. ft., 4 bedrooms, 3 full baths, and a tri-level layout that just makes sense, there?s truly so much room for activities. The vaulted ceilings and open main level create an inviting space that?s perfect for everything from quiet mornings with coffee to hosting friends on game day. Upstairs, you?ll find all three bedrooms, including a spacious primary suite with its own private bath. The exposed lower level offers even more flexible living space?movie nights, a home office, workout room, playroom? you decide. Outside, enjoy the deck overlooking the backyard with room to grill, relax, or let the dogs run. Tucked into Cottage Grove?s desirable Quarry Ridge Estates, you?ll love being close to parks, trails, schools, and everything that makes this community feel like home.

903 Crysta Trail, Cottage Grove

Listing courtesy of Capital Edge Realty.

$459,000
3 Beds ⋅ 3 Baths
Improved price! Spacious Ranch on a Beautiful Corner Lot! Welcome home to this impressive ranch offering generous living spaces inside & out. Entertain with ease in the oversized living room that flows seamlessly into the inviting four-season room & opens to a huge deck?perfect for gatherings, enjoying the outdoors. The spacious kitchen features stainless steel appliances, a new countertop, an island, and plenty of room for cooking & entertaining. The expansive owner?s suite complete with a large walk-in closet & bathroom with 2 sinks. 2 additional bedrooms & a full bath complete the main level. The finished lower level provides flexibility with large family room with gas fireplace, 2 additional rooms with closets, ideal for a home office, exercise room, etc. A full bathroom with a shower adds convenience, while the substantial storage area includes shelving & direct access to the garage. Surrounded by mature landscaping & situated on a corner lot, this home offers space for everyone.

800 Sunset Drive, Cottage Grove

Listing courtesy of Restaino & Associates.

$750,000
5 Beds ⋅ 3 Baths
Southlawn Estates Executive Ranch offers timeless quality & upscale custom features at substantial savings vs a re-build today. Premium lot is park adjacent & backs to open fields & creek. Kitchen has soaring ceiling vaults, rich cherry dovetailed cabinetry, granite counters & walk-in pantry. Chef's dream, open to Great Room, dining space & maintenance free deck & gazebo. Those simplifying life or considering aging in place, will appreciate main lvl laundry, minimal steps & Primary Suite w/ double closets, vanities, jetted tub & walk in shower. Flexible floorplan offers potential for multi generational living, sprawling walk out basement designed for entertaining, long term guests & maximizing indoor/outdoor enjoyment. Luxury landscaping enhancements: patio, firepit, gazebo & mature plantings blend seamlessly w/ nature. Superb location, near parks, schools, shopping, Glacial Drumlin State Trl, Door Creek Golf & Madison proper. Ask list agent for complete list of upgrades & features.

738 Weald Bridge Road, Cottage Grove

Listing courtesy of EXP Realty, LLC.

$764,999
5 Beds ⋅ 3.5 Baths
Motivated seller, relocating, price reduction. This immaculate colonial 5 bdrm, 3.5 bath, offers over 4100 sqft, plus a full unfinished lower level that includes a bath rough in & an egress window. This open floor plan offers a very large kitchen w/lots of beautiful maple cabinets, walk-in pantry, upgraded GE SS appliances, an oversized island bar & lovely morning room. Open & airy living/family room boosts 18 ft ceilings, walls of windows for great lighting. 1st floor offers a primary bdrm or mother-in-law suite, den/office, large dining rm, laundry; 2nd floor has 4 generously sized bdrms, including a primary suite w/ensuite bath & soaking tub. 3 bdrms have walk-in closets. 2.5 car bump out garage. New landscaping.

517 Buss Road, Cottage Grove

Listing courtesy of First Weber, Inc.

$775,000
5 Beds ⋅ 3.5 Baths
VRP $775,000 - $800,000. Newly built in 2024, this thoughtfully designed contemporary home pairs clean architectural lines with a bright, functional layout in Cottage Grove's Westlawn Estates. The dramatic two-story great room is anchored by a gas fireplace and framed by expansive windows that fill the space with natural light, while the open staircase creates a striking focal point. Amish-crafted custom cabinetry, a walk-in pantry, main-level office, and mudroom with laundry bring both character and everyday convenience. The main-level primary suite provides a private retreat with a walk-in closet and double vanity bath. Upstairs, three additional bedrooms and a full bath offer comfortable accommodations for family or guests. The lower level includes a large, partially finished open space ready for future expansion, recreation, or hobbies. A three-car garage completes this well-appointed five-bedroom home.

2009 Paris Lane, Cottage Grove

Listing courtesy of Sprinkman Real Estate.

$255,000
Welcome to 1787 Strawberry Rd in eastern Dane County. This 5.49-acre wooded property is located on a dead-end road just minutes from Madison and major highways. A home was removed in 2019, leaving behind a paved driveway, cleared building area, and an existing 2-car garage with a newer roof (2021) and newer garage door. A soil evaluation conducted in 2025 found the property suitable for a conventional septic system serving a 3-bedroom home. Enjoy privacy, mature trees, and a convenient location all in one property.

1787 Strawberry Road, Cottage Grove

Listing courtesy of Land & Legacy Group LLC.

$255,000
Welcome to 1787 Strawberry Rd in eastern Dane County. This 5.49-acre wooded property is located on a dead-end road just minutes from Madison and major highways. A home was removed in 2019, leaving behind a paved driveway, cleared building area, and an existing 2-car garage with a newer roof (2021) and newer garage door. A soil evaluation conducted in 2025 found the property suitable for a conventional septic system serving a 3-bedroom home. Enjoy privacy, mature trees, and a convenient location all in one property.

1787 Strawberry Road, Cottage Grove

Listing courtesy of Land & Legacy Group LLC.

$525,000
4 Beds ⋅ 2 Baths
Motivated Seller! Country retreat with 5.5+ acre spanning two parcels just minutes from golf, shopping, dining, & major routes. This 4-BDRM, 2-bath home offers approx. 1,900 sq ft above grade plus 600 sq ft in the lower level. The main level features an open floor plan with 3 BDRM, hardwood floors, & a beautifully remodeled full bath. Upstairs, the spacious 4th BDRM is currently used as a primary suite w/ a walk-in closet & dual-vanity bath. The updated kitchen offers new cabinetry, solid surface countertops, stainless appliances, center island, & open dining leading to an expansive deck. Fresh paint, solid oak doors, newer front door, roof, & attached 2-car garage. Owners have enjoyed a large garden, hobby farm & hunting with permanent tree stands. Seller states open enrollment to Cottage Grove schools w/ nearby bus access for MG activities. Shed, Garden & Gathering outback are virtual staged proving there are endless possibilities for storage, hobbies, livestock, or workshop space.

4726 Baxter Road, Cottage Grove

Listing courtesy of Capital Edge Realty.

$1,195,000
4 Beds ⋅ 3 Baths
Exceptional custom ranch offering nearly 2,400 sq ft on the main level plus an exposed walkout lower level, enhanced by nearly $200,000 in high-end upgrades. Designed for both everyday living and entertaining, the chef?s kitchen showcases Amish-built cabinetry, quartz waterfall countertops, marble backsplash, Kohler fixtures, a spacious island, and a walk-in pantry with added cabinetry and prep space. The open-concept layout features a coffered ceiling, floor-to-ceiling stone gas fireplace, and seamless flow into the dining area. A vaulted four-season sunroom leads to the composite deck overlooking the beautifully landscaped yard complete with irrigation system. The luxurious primary suite offers heated tile floors, dual vanities, makeup station, tiled walk-in shower, and custom walk-in closet. Main level also includes a private office, guest bedroom, full bath, and mudroom with lockers. The exposed walkout lower level provides an expansive rec room, patio access and future bedroom.

2012 Paris Lane, Cottage Grove

Listing courtesy of Capital Edge Realty.

$4,900,000
Exceptional owner-user or investment opportunity to acquire a brand-new, 19,211 SF Class-A flex complex at 645 Sandpiper Trail in rapidly growing Cottage Grove. Offered well below replacement cost at $4,900,000, this asset accommodates retail, office, showroom, and warehouse needs. The 14,737 SF main building delivers a pristine canvas for an owner-occupant or value-add investor targeting the expanding Madison hub, arriving mostly vacant. Adding incredible value is a separate, fully built-out 4,474 SF detached building that is 100% leased, delivering immediate passive income to offset carrying costs from day one. Adjusted financials feature a strong 9.15% cap rate ($448,163 NOI), factoring in the recent rent adjustment, with massive upside via absorbing the vacant primary space at $19.50/SF NNN. Bypassing supply chain delays, this high-efficiency property is built for long-term appreciation.

645 Sandpiper Trail, Cottage Grove

Listing courtesy of American, REALTORS.

$734,000
3 Beds ⋅ 2.5 Baths
Welcome home to this beautiful ranch-style residence in the highly sought-after Kennedy Hills community! Situated on a spacious 0.62-acre lot, this thoughtfully designed split-bedroom floor plan offers both comfort and privacy. The bright and inviting great room features a cozy fireplace and flows seamlessly into the dinette and kitchen, creating the perfect space for everyday living and entertaining. The kitchen boasts a huge oversized island and an impressive walk-in pantry. A versatile flex room provides the ideal space for a home office, den, or playroom. The primary suite includes two walk-in closets and a luxurious en suite bath with a tiled shower and built-in bench. Both secondary bedrooms also feature walk-in closets. Enjoy the oversized backyard, three-car garage, and access to the neighborhood community park. A wonderful place to call home!

4991 Scenic Oak Drive, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

$839,900
3 Beds ⋅ 2.5 Baths
This stunning, custom-built, brand-new ranch-style home by Maverick Homes offers 2,305 square feet of modern living space designed for both comfort and elegance. Situated on a generous lot, the property provides ample space for outdoor activities and future landscaping opportunities. The three-car garage offers plenty of room for vehicles and additional storage. The spacious, unfinished lower level with egress windows provides a blank canvas, allowing you to customize and design the space to suit your needs. Located in Cottage Grove's vibrant Westlawn Estates development, this home is within walking distance to schools and a short drive to I-94 which connects you to shopping and restaurants, or dowtown Madison in less than 30 mins.

2017 Wellington Place, Cottage Grove

Listing courtesy of Realty Executives Cooper Spransy.

$286,000
3 Beds ⋅ 2 Baths
The Setting of this condo sets it apart from others. Spacious 1092 Sq ft, end unit garden condo. This Condo features 3 bedrooms and 2 full baths. Enjoy an open and inviting layout with so much natural light and the privacy of an end-unit location. Relax on the patio overlooking peaceful green space, with an abundance of wildlife. Perfectly situated for morning coffee or evening sunsets. This Condo Features all of the high quality details you'd expect in newer construction. Quartz countertops, SS appliances, spacious kitchen w/walk-in pantry, breakfast bar, open floor plan, LVP flooring through out. Spacious Primary Bedroom with, private bath, double vanity, Quartz tops, and Large walk in closet. Laundry in unit. High-efficiency Mitsubishi HVAC. Convenient location, near I-94 with quick access to Madison. Keyless entry, 1 heated, underground parking space & storage unit all included.

1501 N Windsor Avenue Unit 201, Cottage Grove

Listing courtesy of First Weber Inc.

$369,000
3 Beds ⋅ 2.5 Baths
New Price, seller motivated! Zero lot line, 1/2duplex located at north end of Cottage Grove.The main level features a spacious, sun-filled living room with a gas fireplace that opens seamlessly to the dining area and kitchen. Step out to the new composite deck with metal railings-a perfect spot for grilling or relaxing outdoors. Upstairs, the generous primary suite includes an updated en-suite bath, accompanied by two additional bedrooms and laundry/full bath combo. The exposed lower level-with walkout to the patio-is ready for your vision. With a bathroom and the utility area already framed in, it?s an excellent opportunity to add a bedroom, rec room, or both. Recent improvements include fresh paint main level, a new roof, A/C unit, deck and front entry railings. This home could be a great rental. Close to the pedestrian/bike path, Glacial Drumlin Trail, 3 schools, restaurants, and offering easy access to Madison and beyond. UHP Ultimate Home Warranty included

1120 Starlight Lane, Cottage Grove

Listing courtesy of Skyway Properties, LLC.

$635,000
5 Beds ⋅ 2.5 Baths
Welcome to The Reagan, a meticulously designed new home that perfectly balances elegance and practicality. This spacious 2,166 sq ft two-story residence features 5 bedrooms, 2.5 bathrooms, and a 3-car garage, making it an ideal choice for those seeking both comfort and style. As you enter the Reagan, you'll be greeted by a grand foyer that leads to an open-concept living area. The expansive kitchen, complete with modern appliances, ample cabinetry, and a large island, seamlessly flows into the dining and family rooms, creating a perfect space for entertaining and everyday living. Main floor office/bedroom & 4 bedrooms on upper level Virtual tour shown are of a similar completed model with the same plan. Seller is a licensed real estate company.

400 Michelle Lane Unit 65, Cottage Grove

Listing courtesy of Elevate Estates Realty Co..

$642,500
4 Beds ⋅ 3.5 Baths
Welcome to 3658 Graham Paige Rd, an immaculate one-owner home in the highly sought-after Rolling Wheels neighborhood in the Town of Cottage Grove. Set on a gorgeous 1-acre lot across from a park, this 4-bed, 3.5-bath home offers a spacious 3.5-car garage with basement access. Inside, enjoy vaulted ceilings, hardwood floors, and natural light from the kitchen skylight. The layout offers room to spread out with a living room, family room with cozy gas fireplace, and rec room with pool table included. Outside, enjoy views from 3 walk-outs, a beautiful paver patio with fire pit, and stunning landscaping throughout. Recent upgrades include water heater (2024), furnace (2020), roof (2019) and an updated deck in 2025. A rare opportunity in one of Cottage Grove's most desirable neighborhoods.

3658 Graham Paige Road, Cottage Grove

Listing courtesy of Homestead Realty Inc. Wi #2.

$1,250,000
4 Beds ⋅ 2.5 Baths
Horse lover's paradise! Spectacular opportunity to own this 25+ acre estate. This beautiful wooded setting features; riding trails, open fields, a pond, charming log cabin offers endless opportunities (built in the 1860's), a paddock w/ shelters, 3 hay feeders, outdoor driving arena, & 60' x 40' barn(built in 1915) w/ 3 stalls in stable. You will find approx. 2 acres of permanent pasture, 9 acres of established grass hay, & 10 wooded acres. Spacious formal dining room with hardwood floors leads to an elegant kitchen(remodeled in 2009) featuring all custom made Cherrywood cabinetry. The wood came from actual trees on the farm. Numerous built-in features you must see. The furniture included is custom built with the Cherrywood. Major addition to the house was completed in 1991 (basement, great room, 2 bedrooms, garage, main floor bath & upstairs bath, plus laundry) Additional items included are; outdoor greenhouse, gazebo, and small shed.

1942 County Road Bb, Cottage Grove

Listing courtesy of Slinde Realty Company.

$489,900
3 Beds ⋅ 2.5 Baths
Tucked away on a secluded cul-de-sac lot bordering a scenic park, this custom-built residence lives "like-new" with high-end finishes, including rich wood floors and elegant six-panel doors. The dramatic two-story great room, anchored by a cozy gas fireplace, flows into an open kitchen featuring a breakfast bar, pantry, and ample cabinetry. Retreat to the private main-floor primary suite with its relaxing jetted tub and walk-in closet. You?ll also enjoy sunset views from the serene screened-in porch, or convenience of a main-floor laundry. Upstairs, two large bedrooms and full bath with dual sinks. The spacious basement is insulated and already roughed-in for a full bath, perfect for your future expansion. Walking distance to schools and parks, your dream home awaits. NEW ROOF INSTALLED 6/2026

1207 N Parkview Street, Cottage Grove

Listing courtesy of Mahler Sotheby's International.

$369,900
3 Beds ⋅ 2 Baths
Come make this your new house! Nice ranch home in a great location, just down the street from a neighborhood park. The main level features an open floor plan with vaulted ceilings, a fireplace, and an eat-in kitchen. Enjoy the lower level's large rec room with an additional fireplace, walkout to patio, and spacious backyard. Some images in this listing have been virtually staged.

756 Willow Run Street, Cottage Grove

Listing courtesy of Front Door Realty.

$545,000
5 Beds ⋅ 4 Baths
Stunning two-story home set on a generous .3-acre lot in the highly sought-after Mississippi Dunes neighborhood. This beautifully maintained residence showcases high-end finishes, thoughtful design, and exceptional attention to detail throughout. The upper level offers four spacious bedrooms, including a luxurious owner's suite featuring a private full bath with a separate soaking tub and shower. The main level is designed for both everyday living and entertaining, featuring a bright and expansive living room, an open-concept kitchen with updated appliances, and a generously sized island that doubles as a breakfast bar. You'll also find both formal and informal dining areas, a convenient half bath, and a dedicated laundry space. The lower level provides even more room to relax and entertain, with a cozy family room highlighted by a fireplace, a fifth bedroom, and an additional three-quarter bath--perfect for guests or a private retreat. Step outside to enjoy the beautifully fenced backyard, complete with a stunning raised patio ideal for gatherings, along with lush green lawn space offering plenty of room to play or unwind.

9595 Dunes Avenue, Cottage Grove

Listing courtesy of Edina Realty, Inc..

$444,900
3 Beds ⋅ 2.5 Baths
Welcome family and friends into your new energy-efficient green built home with open concept, featuring inviting spaces with an open concept main level. Plenty of room in this home for entertaining, playing games, watching TV or relaxing by your fireplace. This twin home features solid surface counter tops, extra large island and a sunny dinette overlooking a large green treated deck. Plenty of storage in rear foyer leading to 2 car garage. Enjoy the outdoors in the spacious backyard of nearly half an acre! Upstairs features a spacious primary bedroom with box tray ceiling, large walk in closet and ensuite bathroom. The other 2 bedrooms are also nicely sized and both have walk in closets. You will appreciate the conveniently located upper floor laundry room. Tons of potential for a future finished basement. Move-in ready in August 2026. Photos of similar model.

576 Buss Road, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

$175,000
Lot has a nice half exposure to the rear and backs up to an open/green space corridor. Large mature tree in the back left corner of the lot.

2999 Wellington Place, Cottage Grove

Listing courtesy of Homburg Realty Inc.

$170,000
This one's got it all! Rear graded half exposure backing up to an open space corridor. Lot also contains several mature trees.

2997 Wellington Place, Cottage Grove

Listing courtesy of Homburg Realty Inc.

$165,000
Gorgeous interior lot w mature trees and open space behind it. Partial rear exposure of 3-4' available. Fully served lot in the growing community of Cottage Grove in a lovely, highly desirable neighborhood.

2995 Wellington Place, Cottage Grove

Listing courtesy of Homburg Realty Inc.

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