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Step into easy, upscale condo living with exceptional attention to detail throughout. The main level features a showstopping quartz island and backsplash, upgraded cabinetry, KitchenAid stainless appliances, cooktop and hood vent, and an open layout connecting the kitchen, dining and living areas. Wide arches, hardwood floors and thoughtful finishes add timeless appeal. The primary suite offers a private bath with quartz vanity, tiled shower with bench and a walk-in closet with built-ins. A flexible office/2nd bedroom, full bath and convenient laundry room with washer/dryer and folding counter complete the main level. Enjoy a maintenance-free deck overlooking Graber Pond and Conservancy/walking path. The finished lower level adds a 3rd bedroom with built-ins, full bath, game room w/wet bar, rec room with fireplace and game area, plus a dedicated office/wine display room with cellar. A rare combination of style, space and functionality; just a short walk to Pheasant Branch Conservancy!

3 Beds ⋅ 3 Baths ⋅ 2033288 MLS ⋅ ACTIVE UNDER CONTRACT Status

Step into easy, upscale condo living with exceptional attention to detail throughout. The main level features a showstopping quartz island and backsplash, upgraded cabinetry, KitchenAid stainless appliances, cooktop and hood vent, and an open layout connecting the kitchen, dining and living areas. Wide arches, hardwood floors and thoughtful finishes add timeless appeal. The primary suite offers a private bath with quartz vanity, tiled shower with bench and a walk-in closet with built-ins. A flexible office/2nd bedroom, full bath and convenient laundry room with washer/dryer and folding counter complete the main level. Enjoy a maintenance-free deck overlooking Graber Pond and Conservancy/walking path. The finished lower level adds a 3rd bedroom with built-ins, full bath, game room w/wet bar, rec room with fireplace and game area, plus a dedicated office/wine display room with cellar. A rare combination of style, space and functionality; just a short walk to Pheasant Branch Conservancy!

7237 Lily Ln, Middleton

$839,900

Tucked away on 8.86 private acres in Middleton, this 4 bed, 3 bath home offers a rare combination of space, privacy, and convenience. Surrounded by mature trees in a peaceful natural setting, the property feels secluded while providing easy access to Middleton, Madison, shopping, dining, schools, and everyday amenities. The property is zoned AT-5 , offering opportunities for agricultural uses such as horses or other livestock, gardening, and more, subject to applicable local requirements. Inside, you’ll find over 2,500 finished square feet with spacious living areas, a wood burning fireplace, screened porch, and a partially finished walkout lower level offering additional living and office space. An attached 2 car garage plus a detached garage provides excellent room for vehicles, equipment, hobbies, or storage. Whether you’re looking for room for horses, a hobby farm, or simply more land and privacy, the opportunities here are endless.

4 Beds ⋅ 3 Baths ⋅ 2033282 MLS ⋅ ACTIVE Status

Tucked away on 8.86 private acres in Middleton, this 4 bed, 3 bath home offers a rare combination of space, privacy, and convenience. Surrounded by mature trees in a peaceful natural setting, the property feels secluded while providing easy access to Middleton, Madison, shopping, dining, schools, and everyday amenities. The property is zoned AT-5 , offering opportunities for agricultural uses such as horses or other livestock, gardening, and more, subject to applicable local requirements. Inside, you’ll find over 2,500 finished square feet with spacious living areas, a wood burning fireplace, screened porch, and a partially finished walkout lower level offering additional living and office space. An attached 2 car garage plus a detached garage provides excellent room for vehicles, equipment, hobbies, or storage. Whether you’re looking for room for horses, a hobby farm, or simply more land and privacy, the opportunities here are endless.

8773 Airport Rd, Middleton

$1,599,000

Custom-built home on 1.66 acres in the Town of Middleton, tucked at the end of a quiet cul-de-sac surrounded by trees and nature. Hardwood floors flow through the main level with a generous kitchen and walk-in pantry, living room with gas fireplace and tray ceiling lighting, main-floor laundry, and spacious primary suite with walk-in shower and corner tub. Two bonus rooms offer flexible office or library space. Upstairs features 3 bedrooms and a lofted living area. The guest room has a full en suite bath, while the other 2 bedrooms connect through a Jack-and-Jill 3/4 bath with separate sinks and each has a walk-in closet. The finished lower level features a theater room, rec/family room with wet bar, exercise room, sauna, and hot tub. Attached 3-car garage includes basement access. A huge detached, insulated and partially heated garage/shop offers exceptional project and storage space. Enjoy the back patio, gazebo, and fire pit near the Ice Age National Scenic Trail. A must-see!

4 Beds ⋅ 5 Baths ⋅ 2032474 MLS ⋅ ACTIVE Status

Custom-built home on 1.66 acres in the Town of Middleton, tucked at the end of a quiet cul-de-sac surrounded by trees and nature. Hardwood floors flow through the main level with a generous kitchen and walk-in pantry, living room with gas fireplace and tray ceiling lighting, main-floor laundry, and spacious primary suite with walk-in shower and corner tub. Two bonus rooms offer flexible office or library space. Upstairs features 3 bedrooms and a lofted living area. The guest room has a full en suite bath, while the other 2 bedrooms connect through a Jack-and-Jill 3/4 bath with separate sinks and each has a walk-in closet. The finished lower level features a theater room, rec/family room with wet bar, exercise room, sauna, and hot tub. Attached 3-car garage includes basement access. A huge detached, insulated and partially heated garage/shop offers exceptional project and storage space. Enjoy the back patio, gazebo, and fire pit near the Ice Age National Scenic Trail. A must-see!

7901 Windermere Ct, Middleton

$775,000

Welcome to this classic two-story Colonial in the desirable Cherrywood neighborhood! Nestled on a beautiful wooded lot, you'll enjoy peaceful country living with the convenience of nearby shopping, dining, and amenities. Take quiet walks, relax on the deck, and enjoy the deer, birds, and other wildlife right in your own backyard. The main level offers a spacious family room with a fireplace, formal living room with a second fireplace, formal dining room, and a private study, perfect for working from home. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a private sitting area and large ensuite bath. The walk-out lower level provides additional living space and endless possibilities for future finishing or recreation. Home is being sold AS-IS

4 Beds ⋅ 4 Baths ⋅ 2031218 MLS ⋅ ACTIVE Status

Welcome to this classic two-story Colonial in the desirable Cherrywood neighborhood! Nestled on a beautiful wooded lot, you'll enjoy peaceful country living with the convenience of nearby shopping, dining, and amenities. Take quiet walks, relax on the deck, and enjoy the deer, birds, and other wildlife right in your own backyard. The main level offers a spacious family room with a fireplace, formal living room with a second fireplace, formal dining room, and a private study, perfect for working from home. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a private sitting area and large ensuite bath. The walk-out lower level provides additional living space and endless possibilities for future finishing or recreation. Home is being sold AS-IS

3534 Swoboda Rd, Middleton

$1,100,000

Back on the market with meaningful improvements—an exceptional opportunity to make this refined, thoughtfully designed home your own. The new roof, improved gutters, and refreshed landscaping are complete, while new patio and balcony doors are ordered and awaiting installation. Open gathering spaces & private retreats are perfectly balanced in this 5 bedroom 4.5 bath home. The main level flows from a light-filled living room with soaring ceilings, gas fireplace, & patio to an expansive chef’s kitchen with dual sinks, breakfast bar, & generous storage. The private primary suite offers a spa-like bath & garden access, while a 2nd en-suite bedroom adds flexibility. Upstairs, 2 bedrooms share a bath & open to a charming balcony with countryside views. The lower level features a second living area or theater, wet bar, full bath, & 5th bedroom—ideal for guests or extended stays. A manageable, low-maintenance lot near Pheasant Branch Conservancy means more time to enjoy & less time on upkeep.

5 Beds ⋅ 5 Baths ⋅ 2031010 MLS ⋅ ACTIVE Status

Back on the market with meaningful improvements—an exceptional opportunity to make this refined, thoughtfully designed home your own. The new roof, improved gutters, and refreshed landscaping are complete, while new patio and balcony doors are ordered and awaiting installation. Open gathering spaces & private retreats are perfectly balanced in this 5 bedroom 4.5 bath home. The main level flows from a light-filled living room with soaring ceilings, gas fireplace, & patio to an expansive chef’s kitchen with dual sinks, breakfast bar, & generous storage. The private primary suite offers a spa-like bath & garden access, while a 2nd en-suite bedroom adds flexibility. Upstairs, 2 bedrooms share a bath & open to a charming balcony with countryside views. The lower level features a second living area or theater, wet bar, full bath, & 5th bedroom—ideal for guests or extended stays. A manageable, low-maintenance lot near Pheasant Branch Conservancy means more time to enjoy & less time on upkeep.

6715 S Chickahauk Trl, Middleton

$1,425,000

Get in before the holidays! Buy down your interest rate with a credit from the seller! Nestled in the Back Nine of the Community of Bishops Bay, this custom-built Acker home was designed for gathering, celebrating, & enjoying the moments that matter most. Morning coffee on the screened porch, holidays around the impressive stone fireplace, movie nights in the rec room, & summer evenings around the fire pit in your private yard all become part of everyday life. Beautiful architectural details, soaring ceilings, custom millwork, an impressive Chef's kitchen & thoughtfully designed living spaces create warmth & elegance throughout. Set within one of Dane County's most sought-after communities with a neighborhood pool, clubhouse, fitness enter, parks, trails, & top-rated Waunakee Schools, this is a home you'll never want to leave. Adjacent to renowned private Bishops Bay Golf & Country Club. See attached feature sheet for all upgrades. Quick close possible! Motivated!

6 Beds ⋅ 4 Baths ⋅ 2028509 MLS ⋅ ACTIVE Status

Get in before the holidays! Buy down your interest rate with a credit from the seller! Nestled in the Back Nine of the Community of Bishops Bay, this custom-built Acker home was designed for gathering, celebrating, & enjoying the moments that matter most. Morning coffee on the screened porch, holidays around the impressive stone fireplace, movie nights in the rec room, & summer evenings around the fire pit in your private yard all become part of everyday life. Beautiful architectural details, soaring ceilings, custom millwork, an impressive Chef's kitchen & thoughtfully designed living spaces create warmth & elegance throughout. Set within one of Dane County's most sought-after communities with a neighborhood pool, clubhouse, fitness enter, parks, trails, & top-rated Waunakee Schools, this is a home you'll never want to leave. Adjacent to renowned private Bishops Bay Golf & Country Club. See attached feature sheet for all upgrades. Quick close possible! Motivated!

4830 Breakers Rock Rd, Middleton

$1,590,000

Exceptional custom home offering luxurious finishes & thoughtful design throughout. The stunning great room features a floor-to-ceiling fireplace flanked by custom built-in shelving. A chef's kitchen boasts a large center island, 6-burner range w/ griddle, expansive walk-in pantry, & seamless flow into the dinette, complete w/ a wine bar, beverage refrigerator drawers, & wine cooler. Enjoy year-round entertaining on the screened porch w/ a fireplace & adjoining maintenance-free deck. The main level includes a private office w/ French doors & built-in cabinetry, plus a second office or flex room. Upstairs, the spacious primary suite offers a double vanity, soaking tub, & tiled shower, along w/ convenient second-floor laundry. Two bedrooms share a Jack-and-Jill bath, the third bedroom features private baths. The finished walkout lower level includes family room, a wet bar, bedroom, full bath, & access to the backyard. Completing the home is an oversized 3-car. Overlooks Pioneer Pointe.

5 Beds ⋅ 5 Baths ⋅ 2026810 MLS ⋅ ACTIVE Status

Exceptional custom home offering luxurious finishes & thoughtful design throughout. The stunning great room features a floor-to-ceiling fireplace flanked by custom built-in shelving. A chef's kitchen boasts a large center island, 6-burner range w/ griddle, expansive walk-in pantry, & seamless flow into the dinette, complete w/ a wine bar, beverage refrigerator drawers, & wine cooler. Enjoy year-round entertaining on the screened porch w/ a fireplace & adjoining maintenance-free deck. The main level includes a private office w/ French doors & built-in cabinetry, plus a second office or flex room. Upstairs, the spacious primary suite offers a double vanity, soaking tub, & tiled shower, along w/ convenient second-floor laundry. Two bedrooms share a Jack-and-Jill bath, the third bedroom features private baths. The finished walkout lower level includes family room, a wet bar, bedroom, full bath, & access to the backyard. Completing the home is an oversized 3-car. Overlooks Pioneer Pointe.

7616 Tumbledown Trl, Middleton

$1,450,000

Nestled in the prestigious Blackhawk neighborhood and located in the highly sought-after Middleton School District, this former Parade of Homes residence showcases timeless elegance, exceptional craftsmanship, and high-end finishes throughout. A dramatic two-story foyer with a handcrafted curved staircase welcomes you into a light-filled interior featuring soaring cathedral ceilings, rich hardwood floors, arched doorways, and five fireplaces. The gourmet kitchen offers premium appliances, expansive prep space, a large island, and butler’s pantry leading to the formal dining room. Each bedroom features its own ensuite bath, while the main-level office offers flexibility as an additional bedroom. Floor-to-ceiling windows highlight the stunning living room, and the luxurious primary suite includes a private fireplace and spa-like bath. The walkout lower level features a theater room, recreation space, and fifth bedroom.

5 Beds ⋅ 5 Baths ⋅ 2023786 MLS ⋅ ACTIVE Status

Nestled in the prestigious Blackhawk neighborhood and located in the highly sought-after Middleton School District, this former Parade of Homes residence showcases timeless elegance, exceptional craftsmanship, and high-end finishes throughout. A dramatic two-story foyer with a handcrafted curved staircase welcomes you into a light-filled interior featuring soaring cathedral ceilings, rich hardwood floors, arched doorways, and five fireplaces. The gourmet kitchen offers premium appliances, expansive prep space, a large island, and butler’s pantry leading to the formal dining room. Each bedroom features its own ensuite bath, while the main-level office offers flexibility as an additional bedroom. Floor-to-ceiling windows highlight the stunning living room, and the luxurious primary suite includes a private fireplace and spa-like bath. The walkout lower level features a theater room, recreation space, and fifth bedroom.

9715 Red Sky Dr, Middleton

$1,199,900

Spectacular pre-inspected Modern Queen Anne-Style Victorian Home custom built by Blue Line Designs on a 2A lot in the Town of Middleton. This beautifully finished home features maple, walnut, and acacia hardwood floors, tile, and LVP. It offers 5 bedrooms & two bonus rooms (one is a bedroom), multiple office areas, and generous living space. The expansive 18ft great room is perfect for entertaining, while the large kitchen boasts an island, double oven, gas cooktop, newer dishwasher, and abundant storage. The dining room includes a 9-ft butler’s pantry counter for additional serving & storage space. Custom wet bar in lower level. Step outside to a backyard oasis: a lighted basketball court, custom granite firepit, Trex rear deck with hot tub connection, raised-bed garden, and a yard for soccer, volleyball, or croquet. A serene koi pond with waterfall attracts wildlife daily. Also: Roof 2018, backup gen, heated 5-car garage, 2 laundry areas, Radon system, TDS Fiber, & dual sumps.

5 Beds ⋅ 5 Baths ⋅ 2023426 MLS ⋅ ACTIVE Status

Spectacular pre-inspected Modern Queen Anne-Style Victorian Home custom built by Blue Line Designs on a 2A lot in the Town of Middleton. This beautifully finished home features maple, walnut, and acacia hardwood floors, tile, and LVP. It offers 5 bedrooms & two bonus rooms (one is a bedroom), multiple office areas, and generous living space. The expansive 18ft great room is perfect for entertaining, while the large kitchen boasts an island, double oven, gas cooktop, newer dishwasher, and abundant storage. The dining room includes a 9-ft butler’s pantry counter for additional serving & storage space. Custom wet bar in lower level. Step outside to a backyard oasis: a lighted basketball court, custom granite firepit, Trex rear deck with hot tub connection, raised-bed garden, and a yard for soccer, volleyball, or croquet. A serene koi pond with waterfall attracts wildlife daily. Also: Roof 2018, backup gen, heated 5-car garage, 2 laundry areas, Radon system, TDS Fiber, & dual sumps.

7527 Fallen Oak Dr, Middleton

$1,399,000

RECENTLY UPDATED RED BIRCH FLOORS, NEW ROOF, DECK RAILINGS & MORE! Timeless architecture meets modern sophistication in sought-after Middleton Hills. This exceptional 4+ bedroom, 4.5 bath home offers over 4,600 sq ft across three expansive levels, featuring two spacious primary suites with walk-in closets. The premium open-concept kitchen features high-end appliances and flows seamlessly into inviting living and entertaining spaces. The light-filled lower level includes a theater, fireplace, kitchenette, and guest suite. Two offices provide ideal work-from-home flexibility. Enjoy prized green space on two sides, and a screened porch and patio for outdoor living. Luxury bath features include a heated floor, a wall-mounted toilet, walk-in showers, jet tubs, plus laundry on two levels. EV-ready 3+car side-entry garage. Walk to schools, parks, trails, groceries and shops.

4 Beds ⋅ 5 Baths ⋅ 2017387 MLS ⋅ ACTIVE Status

RECENTLY UPDATED RED BIRCH FLOORS, NEW ROOF, DECK RAILINGS & MORE! Timeless architecture meets modern sophistication in sought-after Middleton Hills. This exceptional 4+ bedroom, 4.5 bath home offers over 4,600 sq ft across three expansive levels, featuring two spacious primary suites with walk-in closets. The premium open-concept kitchen features high-end appliances and flows seamlessly into inviting living and entertaining spaces. The light-filled lower level includes a theater, fireplace, kitchenette, and guest suite. Two offices provide ideal work-from-home flexibility. Enjoy prized green space on two sides, and a screened porch and patio for outdoor living. Luxury bath features include a heated floor, a wall-mounted toilet, walk-in showers, jet tubs, plus laundry on two levels. EV-ready 3+car side-entry garage. Walk to schools, parks, trails, groceries and shops.

6833 Phil Lewis Way, Middleton