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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 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 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

$649,000

This is a rare opportunity to BYO builder to this beautiful 1.57-acre homesite in the Town of Middleton, adjacent to Blackhawk in the Middleton-Cross Plains School District. Framed by mature trees that offer outstanding privacy, the property opens to a spacious building envelope ready for your dream home. Enjoy the tranquil feel of country living w/ convenient access to Middleton & West Madison's amenities. Walk to the 105-acre Pope Farm Conservancy & to Pope Farm Elementary. SFR-08 zoning allows for outbuildings, so it's time for that shop, toy storage, or hobby space you've always wanted. Improvements incl a shared driveway, 2-car garage (new roof 2023), electric & phone to back of lot & private well. Natural gas avail across Old Sauk Rd. 2016 soil test previously approved for conventional septic. Parcels of this size, in this location, rarely become available, so don’t miss your chance to make it yours & build something truly special. Property & all improvements being sold As-Is.

2033249 MLS ⋅ ACTIVE Status

This is a rare opportunity to BYO builder to this beautiful 1.57-acre homesite in the Town of Middleton, adjacent to Blackhawk in the Middleton-Cross Plains School District. Framed by mature trees that offer outstanding privacy, the property opens to a spacious building envelope ready for your dream home. Enjoy the tranquil feel of country living w/ convenient access to Middleton & West Madison's amenities. Walk to the 105-acre Pope Farm Conservancy & to Pope Farm Elementary. SFR-08 zoning allows for outbuildings, so it's time for that shop, toy storage, or hobby space you've always wanted. Improvements incl a shared driveway, 2-car garage (new roof 2023), electric & phone to back of lot & private well. Natural gas avail across Old Sauk Rd. 2016 soil test previously approved for conventional septic. Parcels of this size, in this location, rarely become available, so don’t miss your chance to make it yours & build something truly special. Property & all improvements being sold As-Is.

7410 W Old Sauk Rd, Middleton

$720,000

This spectacular contemporary home has something for everyone. A gorgeous gourmet kitchen for those who love to cook and entertain. BIG sheltered porch and deck for outdoor entertaining. A huge rec room with a second kitchen area for sports or movie watching. Unparalleled location with nearby walking path where berries and mushrooms can be harvested for dinner. That GARAGE! What!? 974 square feet of pure bliss for the hobbyist who needs some room! All located on a beautiful 1+ acre parcel with more flower plantings from a hobbyist who made it her mission to have flowers blooming in all seasons!

3 Beds ⋅ 4 Baths ⋅ 2031600 MLS ⋅ ACTIVE Status

This spectacular contemporary home has something for everyone. A gorgeous gourmet kitchen for those who love to cook and entertain. BIG sheltered porch and deck for outdoor entertaining. A huge rec room with a second kitchen area for sports or movie watching. Unparalleled location with nearby walking path where berries and mushrooms can be harvested for dinner. That GARAGE! What!? 974 square feet of pure bliss for the hobbyist who needs some room! All located on a beautiful 1+ acre parcel with more flower plantings from a hobbyist who made it her mission to have flowers blooming in all seasons!

3470 Leflore Ct, Middleton

$789,000

Tucked in a beautiful wooded setting in Applewood Hills, this distinctive 4-bed, 2.5-bath home blends privacy, architectural character and thoughtful high-end updates. The light-filled main level showcases vaulted ceilings, exposed beams, wood floors and a dramatic floor-to-ceiling stone fireplace with built-in shelving. Expansive windows and patio doors bring the outdoors in and open to a spacious elevated deck overlooking the private, tree-lined yard. The updated kitchen features newer appliances, generous workspace and picturesque views. Major improvements include newer mechanicals, windows, and numerous quality updates throughout, offering comfort and peace of mind. Multiple living and dining spaces provide plenty of room to gather and entertain. Outside, enjoy mature trees, lush landscaping, a large lawn and fenced area creating a peaceful, park-like retreat. A truly unique Town of Middleton home with character, privacy and exceptional indoor-outdoor living!

4 Beds ⋅ 3 Baths ⋅ 2029049 MLS ⋅ ACTIVE UNDER CONTRACT Status

Tucked in a beautiful wooded setting in Applewood Hills, this distinctive 4-bed, 2.5-bath home blends privacy, architectural character and thoughtful high-end updates. The light-filled main level showcases vaulted ceilings, exposed beams, wood floors and a dramatic floor-to-ceiling stone fireplace with built-in shelving. Expansive windows and patio doors bring the outdoors in and open to a spacious elevated deck overlooking the private, tree-lined yard. The updated kitchen features newer appliances, generous workspace and picturesque views. Major improvements include newer mechanicals, windows, and numerous quality updates throughout, offering comfort and peace of mind. Multiple living and dining spaces provide plenty of room to gather and entertain. Outside, enjoy mature trees, lush landscaping, a large lawn and fenced area creating a peaceful, park-like retreat. A truly unique Town of Middleton home with character, privacy and exceptional indoor-outdoor living!

7116 Applewood Dr, 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

$1,425,000

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

$249,000

Conveniently located near shopping, restaurants, and the bus line, this beautifully updated end-unit condo offers comfort, convenience, and investment potential. Featuring 2 bedrooms, 1 full bath, an open layout, in-unit washer and dryer, and a spacious private balcony, this home is move-in ready. Enjoy the convenience of heated underground parking with one assigned space, elevator access, and secure building amenities. Currently operating as a successful short-term rental, this property offers rental income potential through the remainder of the year. The established short-term rental business and all furnishings are available for purchase separately, providing a turnkey investment opportunity or a fully furnished personal retreat. Don't miss this versatile property in an exceptional location!

2 Beds ⋅ 1 Baths ⋅ 2027352 MLS ⋅ ACTIVE Status

Conveniently located near shopping, restaurants, and the bus line, this beautifully updated end-unit condo offers comfort, convenience, and investment potential. Featuring 2 bedrooms, 1 full bath, an open layout, in-unit washer and dryer, and a spacious private balcony, this home is move-in ready. Enjoy the convenience of heated underground parking with one assigned space, elevator access, and secure building amenities. Currently operating as a successful short-term rental, this property offers rental income potential through the remainder of the year. The established short-term rental business and all furnishings are available for purchase separately, providing a turnkey investment opportunity or a fully furnished personal retreat. Don't miss this versatile property in an exceptional location!

2051 Allen Blvd Unit 201, Middleton

$369,000

NEW ROOF 10/26. Enjoy Vibrant Living in this sunny & spacious 2BR/1.5BA plus Lofted den/office Condo. Loft is perfect for working from home or a welcoming guest space. Easy Condo living in desirable Woodridge Condo Community w/ vaulted ceilings, 2 stories of windows, beautiful wood floors, skylights, gas fireplace, attached 2 car garage, private entrance & no shared walls. Tranquil back deck with Southern Exposure overlooking Pheasant Branch Conservancy w/ miles of trails to explore. Only 25 minutes to downtown Madison & 20 minutes to Verona, 5 minutes to beltline. 1.3 miles (30 minute walk) to downtown Middleton w/unique shops, restaurants/bars and the Mustard Museum. Several updates and Improvements. Enjoy an open plan ideal for everyday living, Spot local wildllife, enjoy Green Space & Container Gardening on your sunny back deck. Live Inspired, work from home, host friends, move in and make it yours!

2 Beds ⋅ 2 Baths ⋅ 2026790 MLS ⋅ ACTIVE Status

NEW ROOF 10/26. Enjoy Vibrant Living in this sunny & spacious 2BR/1.5BA plus Lofted den/office Condo. Loft is perfect for working from home or a welcoming guest space. Easy Condo living in desirable Woodridge Condo Community w/ vaulted ceilings, 2 stories of windows, beautiful wood floors, skylights, gas fireplace, attached 2 car garage, private entrance & no shared walls. Tranquil back deck with Southern Exposure overlooking Pheasant Branch Conservancy w/ miles of trails to explore. Only 25 minutes to downtown Madison & 20 minutes to Verona, 5 minutes to beltline. 1.3 miles (30 minute walk) to downtown Middleton w/unique shops, restaurants/bars and the Mustard Museum. Several updates and Improvements. Enjoy an open plan ideal for everyday living, Spot local wildllife, enjoy Green Space & Container Gardening on your sunny back deck. Live Inspired, work from home, host friends, move in and make it yours!

7305 Donna Dr, Middleton

$183,000

Cozy first floor 2bd/1bth garden condo features a easy access to downtown Middleton, beautiful cottonwood filled green space, and a patio view of Lake Mendota! Complex just had all roofs replaced! Condo fee includes heat, water/sewer, and hot water! Affordable and convenient, this cute condo is waiting for you.

2 Beds ⋅ 1 Baths ⋅ 2026336 MLS ⋅ ACTIVE Status

Cozy first floor 2bd/1bth garden condo features a easy access to downtown Middleton, beautiful cottonwood filled green space, and a patio view of Lake Mendota! Complex just had all roofs replaced! Condo fee includes heat, water/sewer, and hot water! Affordable and convenient, this cute condo is waiting for you.

2134 Allen Blvd Unit 2, Middleton

$999,900

What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open kitchen w/pantry and lg island flows easily into the family room and sunny bfast nook, w/hardwood floors throughout. Guest bed + bath on main level w/primary suite + 2 beds/bath up. Glass railing overlooks the 2-story great room w/gas FP. Primary suite is a sanctuary of its own w/gas FP, oversized WIC, and bath w/shower and whirlpool tub. Solar panels, whole house fan, and updated mechanicals. Middleton schools w/low Town of Middleton taxes and nearly 2 acres of seclusion combine to create a package that rarely comes to market. If you’ve been waiting for something truly different, this is it.

4 Beds ⋅ 3 Baths ⋅ 2026028 MLS ⋅ ACTIVE UNDER CONTRACT Status

What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open kitchen w/pantry and lg island flows easily into the family room and sunny bfast nook, w/hardwood floors throughout. Guest bed + bath on main level w/primary suite + 2 beds/bath up. Glass railing overlooks the 2-story great room w/gas FP. Primary suite is a sanctuary of its own w/gas FP, oversized WIC, and bath w/shower and whirlpool tub. Solar panels, whole house fan, and updated mechanicals. Middleton schools w/low Town of Middleton taxes and nearly 2 acres of seclusion combine to create a package that rarely comes to market. If you’ve been waiting for something truly different, this is it.

8685 Airport Rd, Middleton

$599,900

Exceptional opportunity in sought-after Woodside Heights! Charming mid-century modern raised ranch just 1 blk fr Stricker's Pond, on quiet, tree-lined street walking distance to dwntn Middleton & schools. Spacious Great Room flows into Sun Room with dramatic tongue & groove vaulted wood ceiling, recessed lighting, hardwood floors, gas fireplace & extensive built-in wood shelving & cabinetry. Open kitchen w/cooktop island & casual dining counter connects easily to the living areas & overlooks pool & backyard. Generous windows bring the outdoors in. Extensive recent landscaping has transformed the fully fenced backyard, creating significantly more open, usable lawn & recreation space. In-ground pool with newer liner & heater (2023), slide, & stone-paved decking creates a private retreat for entertaining, relaxing & summer fun into the fall. Fresh paint & new cpt throughout. Generous living space, mid-century character, a fabulous backyard and pool—all in a location that's hard to beat!

4 Beds ⋅ 2 Baths ⋅ 2025170 MLS ⋅ ACTIVE Status

Exceptional opportunity in sought-after Woodside Heights! Charming mid-century modern raised ranch just 1 blk fr Stricker's Pond, on quiet, tree-lined street walking distance to dwntn Middleton & schools. Spacious Great Room flows into Sun Room with dramatic tongue & groove vaulted wood ceiling, recessed lighting, hardwood floors, gas fireplace & extensive built-in wood shelving & cabinetry. Open kitchen w/cooktop island & casual dining counter connects easily to the living areas & overlooks pool & backyard. Generous windows bring the outdoors in. Extensive recent landscaping has transformed the fully fenced backyard, creating significantly more open, usable lawn & recreation space. In-ground pool with newer liner & heater (2023), slide, & stone-paved decking creates a private retreat for entertaining, relaxing & summer fun into the fall. Fresh paint & new cpt throughout. Generous living space, mid-century character, a fabulous backyard and pool—all in a location that's hard to beat!

1308 Shirley St, Middleton

$1,500,000

Welcome to a home where style and design converge to create a truly curated luxury living experience. Privately positioned with sweeping views of Pheasant Branch Conservancy, this residence offers a sense of serenity that will leave you in awe. This thoughtfully updated 3-bedroom, 3-bath home maximizes every inch of its private setting, blending high-end finishes with effortless comfort throughout. From the moment you step inside, the intentional design and refined details are unmistakable, creating an immediate sense of sophistication and warmth. Three distinct outdoor living spaces—each offering exceptional privacy—invite you to fully embrace Wisconsin’s seasons, whether entertaining, relaxing, or simply taking in the natural surroundings. This home feels like a secluded retreat, yet remains just 20 minutes from Capitol Square. An extraordinary opportunity to own a one-of-a-kind property where luxury, privacy, and design come together seamlessly.

3 Beds ⋅ 3 Baths ⋅ 2023900 MLS ⋅ ACTIVE Status

Welcome to a home where style and design converge to create a truly curated luxury living experience. Privately positioned with sweeping views of Pheasant Branch Conservancy, this residence offers a sense of serenity that will leave you in awe. This thoughtfully updated 3-bedroom, 3-bath home maximizes every inch of its private setting, blending high-end finishes with effortless comfort throughout. From the moment you step inside, the intentional design and refined details are unmistakable, creating an immediate sense of sophistication and warmth. Three distinct outdoor living spaces—each offering exceptional privacy—invite you to fully embrace Wisconsin’s seasons, whether entertaining, relaxing, or simply taking in the natural surroundings. This home feels like a secluded retreat, yet remains just 20 minutes from Capitol Square. An extraordinary opportunity to own a one-of-a-kind property where luxury, privacy, and design come together seamlessly.

3702 Pheasant Branch Rd, Middleton

$2,699,000

Located in the Town of Middleton with low taxes, on a breathtaking, mature, wooded, and private 1.5-acre lot, this extraordinary custom residence offers the high-end finishes, craftsmanship, quality, artistry, and natural privacy today’s luxury buyers demand. Situated in the desirable Glacier End neighborhood, this one-of-a-kind home showcases real cherry hardwood floors, custom cherry cabinetry, and premium granite throughout. Luxury features include a 4-car garage, 6 bedrooms with en-suite baths, two primary suites, two gourmet kitchens, including a chef’s kitchen with commercial-grade appliances, two laundry rooms, a main-floor office, Pella windows with built-in blinds, central vac, intercom, surround sound, and a Decra Villa Tile roof. The walkout lower level offers a wet bar, steam room, exercise room, theater, fireplace, and access to a lush, tree-lined backyard. Middleton Schools!

6 Beds ⋅ 6 Baths ⋅ 2019981 MLS ⋅ ACTIVE Status

Located in the Town of Middleton with low taxes, on a breathtaking, mature, wooded, and private 1.5-acre lot, this extraordinary custom residence offers the high-end finishes, craftsmanship, quality, artistry, and natural privacy today’s luxury buyers demand. Situated in the desirable Glacier End neighborhood, this one-of-a-kind home showcases real cherry hardwood floors, custom cherry cabinetry, and premium granite throughout. Luxury features include a 4-car garage, 6 bedrooms with en-suite baths, two primary suites, two gourmet kitchens, including a chef’s kitchen with commercial-grade appliances, two laundry rooms, a main-floor office, Pella windows with built-in blinds, central vac, intercom, surround sound, and a Decra Villa Tile roof. The walkout lower level offers a wet bar, steam room, exercise room, theater, fireplace, and access to a lush, tree-lined backyard. Middleton Schools!

3319 Saracen Way, Middleton

$525,000

Imagine creating a home designed exactly to your needs, style, and entirely around the lifestyle you aspire to obtain on this beautiful 1.59 acre wooded homesite in Glacier's Trail. Surrounded by mature trees and natural beauty, this private setting offers the opportunity for a custom luxury residence with full side & rear exposure walkout. Partner with renowned Michael F. Simon Builders to bring your vision to life, with architectural design, size, finishes, and thoughtful details tailored to your preferences. Envision perfect entertaining spaces, peaceful outdoor retreats, and a seamless connection to the surrounding landscape. Glacier's Trail offers the tranquility of country living with convenient access to Middleton, Verona, scenic Middleton trails, and the Ice Age Trail system. Construction can begin once your custom plans are finalized, offering an incredible opportunity to create a one of a kind home in one of the area's most beautiful natural settings.

2014300 MLS ⋅ ACTIVE Status

Imagine creating a home designed exactly to your needs, style, and entirely around the lifestyle you aspire to obtain on this beautiful 1.59 acre wooded homesite in Glacier's Trail. Surrounded by mature trees and natural beauty, this private setting offers the opportunity for a custom luxury residence with full side & rear exposure walkout. Partner with renowned Michael F. Simon Builders to bring your vision to life, with architectural design, size, finishes, and thoughtful details tailored to your preferences. Envision perfect entertaining spaces, peaceful outdoor retreats, and a seamless connection to the surrounding landscape. Glacier's Trail offers the tranquility of country living with convenient access to Middleton, Verona, scenic Middleton trails, and the Ice Age Trail system. Construction can begin once your custom plans are finalized, offering an incredible opportunity to create a one of a kind home in one of the area's most beautiful natural settings.

L13 Glacier Forest Ct, Middleton

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