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5316 N Cypress Drive, Harmony
$425,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Feel like you?ve escaped to the North Woods every day! This beautifully maintained ranch sits on .60 acres in rarely available Timber Ridge, a quiet neighborhood surrounded by mature trees, peaceful views, and frequent wildlife. Enjoy gorgeous, wooded views from the heated and cooled sunroom, a grand primary suite with en-suite, wood-burning fireplace, attached two-car garage, extra parking, and a low-maintenance lifestyle. Major updates include a 2023 furnace, 2021 central air, 2018 well pump, wood-burning fireplace reinsulated in 2020, and more. The finishes are ready for your personal touch, giving you the opportunity to put your own signature on this well-cared-for, single-owner home. With a wooded park next door, excellent Milton schools, and easy access to Janesville, this setting is hard to beat. Homes in this neighborhood rarely become available. If you?ve been waiting for something special, don?t wait to make this one yours!

5316 N Cypress Drive, Harmony

Listing courtesy of Keller Williams Realty.

5110 N Waverly Drive, Harmony
$479,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome to Waverly Drive! This beautifully updated 4-bedroom, 2.5 bathroom home, offers plenty of space, character & modern improvements. Recent updates include a new roof & siding on home and detached garage (2026), 200-amp electrical service (2026), custom built-ins, remodeled kitchen with new appliances (2025), lower-level bedroom & bathroom additions (2025), new entry & closet doors, updated exterior lighting & faucets, steam humidifier, water softener & reverse osmosis system. Additional improvements include new water lines throughout, remodeled main bathroom & fully remodeled basement. The property also features an updated & finished workshop (second garage) with electrical service & LP heater, along with a partially finished & heated attached garage. Outside, enjoy a newer privacy fence & updated deck, all surrounded by 1.13 acres.

5110 N Waverly Drive, Harmony

Listing courtesy of Pat's Realty Inc.

5143 N Kennedy Road, Harmony
$1,300,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Exquisite 3 bedroom 2 1/2 bath home nestled on 7.6 wooded acres offering privacy, elegance and a serene setting. Impressive foyer opens to spacious living areas and a gourmet maple kitchen featuring granite countertops and Sub-Zero appliances. A dramatic gas/wood-burning fireplace open to both the first and second floors, wet bar off the formal dining area. Luxurious primary suite features a whirlpool tub, tiled shower, double vanity and WIC. Upper level offers a rec/game area, 2 bedrooms and Jack-and-Jill bath. Walkout LL provides additional possibilities. Garage space includes a 3+ car attached garage plus a 4-car garage/workshop below. Adjoining 3.3-acre property is available for an additional price and features a large outbuilding and a home ready for renovation. Purchase with this property to create an extraordinary 10.9-acre private estate with endless possibilities. Adjoining property is not included in the list price. Call agent for details!

5143 N Kennedy Road, Harmony

Listing courtesy of Realty Executives Premier.

5921 N Sessler Court, Harmony
$885,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Exceptional custom-built modern contemporary home where architectural design, luxury finishes, and thoughtful details come together beautifully. Soaring 10-foot main-level ceilings, a showstopping custom floating staircase, custom cabinetry and flooring, and sophisticated under-cabinet lighting create a striking yet inviting interior. The primary suite features a custom built-in bedroom set designed specifically for the space. The lower level offers 9-foot ceilings, completed plans for future finishing, and plumbing already in place for a bathroom. Premium mechanical features include a continuous-pressure well pump, tankless water heater, and two-zone heating and cooling. The exterior is equally impressive with professional landscaping, and an incredible outdoor entertaining space.

5921 N Sessler Court, Harmony

Listing courtesy of Realty Executives Premier.

5921 N Sessler Court, Harmony
$885,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
OFFER-BUMP Exceptional custom-built modern contemporary home where architectural design, luxury finishes, and thoughtful details come together beautifully. Soaring 10-foot main-level ceilings, a showstopping custom floating staircase, custom cabinetry and flooring, and sophisticated under-cabinet lighting create a striking yet inviting interior. The primary suite features a custom built-in bedroom set designed specifically for the space. The lower level offers 9-foot ceilings, completed plans for future finishing, and plumbing already in place for a bathroom. Premium mechanical features include a continuous-pressure well pump, tankless water heater, and two-zone heating and cooling. The exterior is equally impressive with professional landscaping, and an incredible outdoor entertaining space featuring a patio, outdoor kitchen, and infrared heating to extend the season. A truly distinctive home offering custom craftsmanship, modern luxury, and exceptional attention to detail throughout.

5921 N Sessler Court, Harmony

Listing courtesy of Realty Executives Premier.

4730 N Catawba Drive, Harmony
$669,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Welcome to this beautiful custom-built past Parade home in The Vineyards, located within the desirable Milton School District and situated on one acre in Harmony Township. Thoughtfully designed and well cared for, this spacious home offers comfortable main-level living with plenty of additional space for entertaining, work, storage, and recreation. The main level features three bedrooms and two full bathrooms, including a spacious primary suite with a large walk-in closet and a private ensuite bath. The primary bathroom offers double sinks, a walk-in shower, and a tub?your own private retreat at the end of the day. The inviting kitchen features maple cabinetry and granite countertops, providing both style and functionality. A convenient first-floor laundry adds to the home's easy, practical layout. The finished lower level expands your living and entertaining options with a large slate bar and entertainment area, an office space, and additional rooms that can be customized.

4730 N Catawba Drive, Harmony

Listing courtesy of Century 21 Affiliated.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.