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$429,900
3 Beds ⋅ 3 Baths
Move right into this bright and beautifully maintained 3-bedroom, 3-bath ranch in the desirable Tanglewood neighborhood and highly rated Monona Grove School District. Enjoy peace of mind with a brand-new roof, furnace, and central AC (2025). The open-concept main level features vaulted ceilings, abundant natural light, stainless steel appliances, a breakfast bar, and pantry. The finished lower level offers large exposed windows, a spacious family room, third bedroom, and full bath?perfect for entertaining or guests. Relax on the south-facing deck overlooking the level quarter-acre backyard. Just minutes from parks, walking trails, schools, shopping, and restaurants. Two-car attached garage, radon mitigation system, and approximate square footage. Buyer to verify.

204 Weald Bridge Road, Cottage Grove

Listing courtesy of Bruner Realty & Management.

$224,900
1 Beds ⋅ 1 Baths
Experience low-maintenance living in this move-in ready second-floor condo ideally located in the heart of Cottage Grove. Bright and beautifully maintained, this inviting home features new flooring, an open-concept layout, abundant natural light, and seamless indoor-outdoor living. The spacious living room opens to an oversized private balcony through a stunning triple-pane glass door, creating the perfect space to relax or entertain. The well-appointed kitchen offers granite countertops, stainless steel appliances, a large center island with seating, and a generous walk-in pantry. The oversized bedroom provides a peaceful retreat with a full bath and expansive walk-in closet, while in-unit laundry adds everyday convenience. Additional amenities include a secure elevator building, heated underground parking, a private storage unit, and easy elevator access. Just steps from local dining, coffee shops, parks, and everyday amenities, with quick interstate access for an easy commute.

1501 N Windsor Avenue Unit 203, Cottage Grove

Listing courtesy of LPT 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.

$738,000
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.

$859,900
3 Beds ⋅ 2.5 Baths
Estimated completion by the end of June 2026. 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.

$294,900
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.

$370,000
3 Beds ⋅ 2 Baths
OPEN HOUSE CANCELED - AO! Move right into this beautifully updated home offering the perfect blend of modern finishes and functional living space. The fully remodeled kitchen shines with quartz countertops, stylish cabinetry, and ample prep space, while the updated full bathroom adds a fresh touch.The bright dining area walks out to the deck, creating a seamless connection to outdoor living. The lower-level family room features a walkout to a brand-new patio (to be installed prior to closing), providing an additional space to relax or entertain. With two bedrooms on the upper level and a third bedroom on the lower level, the flexible layout accommodates a variety of living needs. Additional highlights include abundant storage and a spacious two-car attached garage. Conveniently located and thoughtfully updated, this home is ready for its next owner to enjoy.

237 W Parkview Street, Cottage Grove

Listing courtesy of MHB Real Estate.

$350,000
3 Beds ⋅ 2 Baths
Ready for its next chapter, this classic red ranch offers a fantastic opportunity in the heart of Cottage Grove. Featuring 3 bedrooms, 2 full baths, an attached 2-car garage, and nearly 2,000 finished square feet, the home provides comfortable living today with room to make it your own over time. Situated on a generous quarter-acre lot, there's plenty of space to enjoy both inside and out. The functional layout offers flexibility for a variety of lifestyles, while the home's character and curb appeal make it feel instantly welcoming. Whether you're hitting the trails, enjoying a round at Drumlin Ridge, or commuting into Madison, this location offers the perfect blend of small-town charm and everyday convenience with schools, parks, and I-94 just minutes away.

549 N Main Street, Cottage Grove

Listing courtesy of Real Broker.

$133,900
Build your dream home in the desirable Shady Grove neighborhood, where small-town charm meets everyday convenience. This homesite offers close proximity to schools and an ideal setting for a peaceful, slower-paced lifestyle, without giving up easy access to big-city amenities. Enjoy a welcoming, tight-knit community feel with friendly neighbors, nearby parks, trails, and natural spaces, perfect for outdoor living, staying active, or enjoying time with family. Located just east of Madison, Shady Grove provides quick access to employment centers, entertainment, universities, and services, along with easy interstate connections to Madison, Milwaukee, and Janesville. Lot sale is subject to a separate building agreement with Tim O?Brien Homes. Experience the best of suburban living in Cottage Grove, space to breathe, room to grow, and a community you?ll love to call home.

543 Buss Road, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

$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 a brand-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
4 Beds ⋅ 2.5 Baths
*Under Construction, Estimated Completion 08/24/2026* Welcome to The Reagan, a meticulously designed new home by Eldon Homes that perfectly balances elegance and practicality. This spacious 2,166 sq ft two-story residence features four bedrooms, 2.5 bathrooms, and a 2-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. *Photos and 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..

$655,000
5 Beds ⋅ 3 Baths
New construction with estimated completion in August 26. Eldon Homes, your Hometown Homebuilder presents the stunning "McKinley" nestled on a corner lot in the coveted Quarry Ridge neighborhood. As you enter, the foyer beckons you towards the expansive Great Room w/ lofty 9ft ceilings with a gas fireplace and views of the fields beyond the backyard. Prepare culinary delights in the gourmet kitchen, complete w/ a sleek island, elegant Quartz countertops, & an oversized pantry to fulfill all your storage needs. Primary Suite has tiled shower with niche! The finished basement offers large rec room, bedroom, full bath and home office! Enjoy the added bonus of a 3-car garage. Home includes limited transferable warranty! Don't miss out on this opportunity for a fully loaded beautiful ranch in desirable Quarry Ridge neighborhood. *Photos and virtual tour shown are of a similar completed model with the same plan. Seller is a licensed real estate company.

309 Michelle Lane Unit 172, Cottage Grove

Listing courtesy of Elevate Estates Realty Co..

$498,500
4 Beds ⋅ 3 Baths
Welcome ? a beautifully designed, light-filled multi-level residence that perfectly balances modern style with everyday functionality. Nestled on a 0.23-acre lot in a highly desirable Cottage Grove neighborhood, this home offers incredible space, premium updates, and access to the top-rated Monona Grove School District. Sun-Filled Main Level: The inviting main floor features soaring vaulted ceilings, a bright living/great room, a dining area, and a large kitchen equipped with a breakfast bar, pantry, and a full suite of appliances. A finished lower level is an entertainer's dream, featuring an exposed family room, anchored by a cozy gas fireplace, a large 14x18 rec room, a 4th Bedroom , full bath with Washer Dryer plus and area for a dedicated 12x15 den/office, with large windows flood the space with natural light. All fresh paint, new doors and trim and new amazing 58 oz carpeting.

202 Michelle Lane, Cottage Grove

Listing courtesy of RE/MAX Preferred.

$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.

$549,900
3 Beds ⋅ 2.5 Baths
Charming & move-in ready 3 bedroom / 2.5 bathroom with only ONE owner. Enter inside to find the vaulted living room w/ cozy stone surrounded gas fireplace & eat-in kitchen w/ all stainless appliances, breakfast bar, pantry, & dining area w/ walkout to patio. Solid-core doors throughout. All 3 beds on the main level include the primary bedroom with walk-in closet equipped with built-in shelving & private en-suite bath plus walk-in shower! The finished lower level offers a great space to both relax or entertain in the family/rec room, office/den, & half bath that is already plumbed for a shower! Unfinished area is insulated and drywalled for you. Not to forget the convenient main level laundry and oversized 3 car garage w/ insulation, drywall, & lower level access. 2024 roof and a great location within walking distance to neighborhood parks & schools. Don?t miss out!

409 Coyle Parkway, Cottage Grove

Listing courtesy of MHB Real Estate.

$1,250,000
3 Beds ⋅ 2.5 Baths
Spectacular opportunity to own this well cared for 25 acre+ horse farm. Riding areas are surrounded by a beautiful wooded setting, open fields, a pond, cabin built in the 1870's, and barn(built in 1915) with 3 stalls in stable. 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 cherrywood trees on the farm and built by Waunakee remodeling. 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. All dimensions are approximate. If important, Buyer to confirm.

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.

$379,900
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.

$555,000
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..

$589,900
4 Beds ⋅ 2 Baths
MOTIVATED SELLER is offering closing credits for personalization. Nestled on a stunning 6-acre property, this lovingly cared-for home offers the perfect blend of comfort, space, and serenity. Built in 1974 and cherished by the same owner ever since, this residence radiates warmth and pride of ownership throughout. Step inside to find a spacious layout featuring 4 bedrooms and 2 bathrooms, providing ample room for all of your needs. The inviting living areas are filled with natural light, creating a welcoming atmosphere ideal for both relaxation and entertaining. A highlight of this home is the beautifully crafted three-season porch?an ideal spot to unwind and take in the peaceful surroundings. From here, enjoy breathtaking sunsets that paint the sky in tranquil hues each evening. Outside, the expansive 6-acre lot is meticulously maintained, offering endless possibilities for gardening, recreation, or simply enjoying the beauty of nature. UHP Ultimate Home Warranty with well pump rider.

2012 Rathert Road, Cottage Grove

Listing courtesy of Y Realty.

$214,900
1 Beds ⋅ 1 Baths
MAKE AN OFFER! Exciting garden-style condo that boasts an open-concept kitchen with rich dark cabinets, stainless steel appliances, a breakfast bar and pantry dining, bright and cheery living room with wood-look floors & ceiling fan! Primary Suite with huge walk-in closet & easy access bathroom. A sweet, private balcony overlooks the community pond! Heated underground parking too.Bring us an offer!

1601 N Windsor Avenue Unit 208, Cottage Grove

Listing courtesy of Stark Company, REALTORS.

$924,000
5 Beds ⋅ 3 Baths
SHOWSTOPPER! This isn't just a house-this is a completely reimagined home where quality craftsmanship & thoughtful design come together in all the right ways. This home has been rebuilt w/care, intention & quality throughout. Inside find the open concept great room & kitchen featuring vaulted ceilings, granite counter tops & 14 ft island, stone fireplace & custom finishes. Walk-out finished LL features rec room (future wet bar/kitchenette potential) stand-alone woodstove & opens to wide open backyard that is peaceful, private & surrounded by nature. Heated & insulated 3+ car garage w/access to basement. Brand new driveway, patio, retaining wall & landscaping. Composite deck w/aluminum railing. All new appliances, windows, siding, doors, trim-everything has been done. Tucked into a quiet cul-de-sac, minutes to Madison. A rare opportunity to own a home that offers space, privacy, modern updates, & truly special setting?without sacrificing convenience. New roof & furnace! Home warranty.

23 Heather Drive, Cottage Grove

Listing courtesy of First Weber Inc.

$440,900
3 Beds ⋅ 2.5 Baths
Welcome to this stunning twin home offering style and functionality. A bright airy great room is the heart of the home, with abundant natural light and a cozy fireplace ideal for relaxing evenings. The sunny kitchen is a dream perfect for entertaining, with quartz countertops, an extra-large island, ample cabinetry, and a large pantry. Outside, enjoy the large deck overlooking a backyard perfect for outdoor dining, play, or pets, with fencing allowed in the neighborhood. The main level includes a convenient powder bath & rear foyer with easy access to the 2-car garage. Upstairs, the spacious primary suite impresses with elegant box tray ceilings, a large walk-in closet, and a private en-suite bath. Two additional bedrooms, a full hall bath, and a second-floor laundry room complete the upper level, making everyday living effortless. Move in Ready in August - photos of a similar model. This energy-efficient home checks all the boxes, Don?t miss your chance to make it yours!

582 Buss Road, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

$442,900
3 Beds ⋅ 2.5 Baths
Welcome to this stunning twin home offering style and functionality. A bright airy great room is the heart of the home, with abundant natural light and a cozy fireplace ideal for relaxing evenings. The sunny kitchen is a dream perfect for entertaining, with quartz countertops, an extra-large island, ample cabinetry, and a large pantry. Outside, enjoy the large deck overlooking a backyard perfect for outdoor dining, play, or pets, with fencing allowed in the neighborhood. The main level includes a convenient powder bath & rear foyer with easy access to the 2-car garage. Upstairs, the spacious primary suite impresses with elegant box tray ceilings, a large walk-in closet, and a private en-suite bath. Two additional bedrooms, a full hall bath, and a second-floor laundry room complete the upper level, making everyday living effortless. Move in Ready in August - photos of a similar model. This energy-efficient home checks all the boxes, Don?t miss your chance to make it yours!

578 Buss Road, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

$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.

$160,000
Beautiful partial exposure lot on the corner of Wellington and Meadowlark in the highly desirable Westlawn Estates neighborhood in the Village of Cottage Grove. Walk or take the paths and sidewalks to the respected Glacial Drumlin Middle School and Granite Ridge 3-5 school. Exceptionally built custom homes abound in this neighborhood. Work with a custom builder of your choosing and come see what's building in Westlawn Estates

2993 Wellington Place, Cottage Grove

Listing courtesy of Homburg Realty Inc.

$129,900
Build your dream home in the desirable Shady Grove neighborhood, where small-town charm meets everyday convenience. This homesite offers close proximity to schools and an ideal setting for a peaceful, slower-paced lifestyle, without giving up easy access to big-city amenities. Enjoy a welcoming, tight-knit community feel with friendly neighbors, nearby parks, trails, and natural spaces, perfect for outdoor living, staying active, or enjoying time with family. Located just east of Madison, Shady Grove provides quick access to employment centers, entertainment, universities, and services, along with easy interstate connections to Madison, Milwaukee, and Janesville. Lot sale is subject to a separate building agreement with Tim O?Brien Homes. Experience the best of suburban living in Cottage Grove, space to breathe, room to grow, and a community you?ll love to call home.

540 Buss Road, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

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