23

Milan Houses for Sale

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  • /35

    $995,000

    • 4 Beds
    • 3 Baths
    • 3,980 Sq Ft

    235 Knob Hill Rd, Stanfordville, NY 12581

    Nestled on 13 private acres of lush landscapes, meandering trails and impressive stone walls, you will find two very special vintage homes, outdoor sauna and shower plus small artist studio. Built in 1850 this two bedroom cottage combines historical character with contemporary amenities, featuring gleaming wood and wide board floors, beamed ceilings, stone fireplace, central air and a gourmet

    Jeannine Simmons Corcoran Country Living

    235 Knob Hill Rd, Stanfordville, NY 12581
  • /33

    $1,250,000

    • 5 Beds
    • 5.5 Baths
    • 8,925 Sq Ft

    148 Rowe Rd, Red Hook, NY 12571

    Where historic charm meets retro-chic flair. This extraordinary 8,000+ SF estate seamlessly blends a meticulously preserved 1810 Federal manor with a whimsical 70s-style wing, creating an entertainer's paradise. Whether envisioned as a family compound, luxury inn, or serene retreat, the possibilities are endless, all set on a breathtaking 10-acre gentleman's farm with open lawn, mature trees,

    Joseph Briggs William Pitt Sotheby's Int'l

    148 Rowe Rd, Red Hook, NY 12571
  • /30

    $1,050,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    270 Milan Hollow Rd, Rhinebeck, NY 12572

    Rhinebeck-9.76 peaceful acres off a beautiful country road. When you approach this property you feel there's something magical around you. From sunrise to sunset, it's all about this special setting. Daffodil fields to the left, vista views of the horizon, and the sweeping lawns and meadows. Stonewalls and rock formations surround it all in a naturally planned setting. Throughout the season, the

    Dana Goldberg Houlihan Lawrence Inc.

    270 Milan Hollow Rd, Rhinebeck, NY 12572
  • /36

    $1,499,000

    • 5 Beds
    • 3.5 Baths
    • 4,176 Sq Ft

    1598 Jackson Corners Rd, Red Hook, NY 12571

    Welcome to Fallkill Farm, an incredible 37 acre oasis with expansive meadows, wooded buffers, mountain backdrop and Roeliff Jansen Kill frontage. Historic significance and modern amenities converge with the impeccably restored circa 1800 farmhouse featuring updated kitchen w/center island, designer cabinetry, Subzero refrigerator, Wolfe range and soapstone counters. Loaded with period features

    Dan Axtmann BHHS Hudson Valley Properties

    1598 Jackson Corners Rd, Red Hook, NY 12571
  • /37

    $1,595,000

    • 4 Beds
    • 3 Baths
    • 3,980 Sq Ft

    235 Knob Hill Rd, Stanfordville, NY 12581

    Nestled on 56 private acres of lush landscapes, meandering trails and impressive stone walls, you will find two very special vintage homes, sizeable barn, outdoor sauna and shower plus small artist studio. Built in 1850 this two bedroom cottage combines historical character with contemporary amenities, featuring gleaming wood and wide board floors, beamed ceilings, stone fireplace, central air

    Jeannine Simmons Corcoran Country Living

    235 Knob Hill Rd, Stanfordville, NY 12581
  • /35

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft

    998 Willow Brook Rd, Clinton Corners, NY 12514

    Scandinavian-inspired living in upstate New York! Welcome to Hopwood House, a naturalist contemporary new build offering sustainable living in Dutchess County. Designed to harmonize with its scenic surroundings, this home showcases exceptional craftsmanship with high-end materials like cedar siding, a metal standing-seam roof, and natural stone. The house is energy-efficient with a passive solar

    Anthony D'Argenzio Houlihan Lawrence

    998 Willow Brook Rd, Clinton Corners, NY 12514
  • /31

    $875,000

    • 3 Beds
    • 4 Baths
    • 4,624 Sq Ft

    11 Hammock Hill, Red Hook, NY 12571

    Take your private drive up to this beautiful Colonial home sitting up on a hill with a gorgeous view. Three beds, two full bath, two half bath, a bonus room, and a three car garage are just a few of it's features. Boasting over 4,600 square feet this home offers top of the line finishes. The open floor plan connects a large gourmet kitchen that features granite countertops, stainless steel

    Julianne Wilkinson Damico Group Real Estate

    11 Hammock Hill, Red Hook, NY 12571
  • /35

    $1,375,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,782 Sq Ft

    31 Medwyn Ln, Red Hook, NY 12571

    Design Your Dream Modern Retreat - Red Hook, NYThese lots are in the heart of Red Hook offering a rare opportunity to create your own custom-built home, surrounded by nature and minutes from the charm of village life. The one pictured here is one of nine potential sites in a thoughtfully planned development, each offering its own blend of privacy, serenity, and potential. You will

    Charlie Brassard Mahar Real Estate, LLC

    31 Medwyn Ln, Red Hook, NY 12571
  • /34

    $629,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft

    35 Rowe Rd, Red Hook, NY 12571

    Set on 2.2 scenic acres, this spacious Raised Ranch offers a perfect blend of comfort and versatility. The main level features a primary bedroom with en-suite bathroom, two additional bedrooms, and a full hall bathroom. The living room with woodburning stove flows into the dining area with sliders to the deck—ideal for indoor-outdoor entertaining. The kitchen includes a center island and plenty

    Rita Longo Howard Hanna Rand Realty

    35 Rowe Rd, Red Hook, NY 12571
  • /35

    $9,450,000

    • 3 Beds
    • 4.5 Baths
    • 6,216 Sq Ft

    151 Rowe Rd, Red Hook, NY 12571

    Crestline is a visionary to-be-built residence with 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Perched atop a 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, this architectural masterpiece harmonizes with its natural

    Sean Eidle BHHS Hudson Valley Properties

    151 Rowe Rd, Red Hook, NY 12571
  • /32

    $3,450,000

    • 4 Beds
    • 3.5 Baths
    • 4,110 Sq Ft

    15 Shookville Rd, Red Hook, NY 12571

    Introducing Shookville Road, a striking 4,000+ sq ft modern contemporary home set on park-like grounds with sweeping views to a spring fed 25-foot-deep swimming pond and verdant forest beyond. Designed by Architect James Bartholomew, this residence is a study in light, space, and harmony with nature. A soaring two-story wall of windows anchors the main living space, artfully blurring the line

    Julia Crowley Rouse + Co Real Estate, LLC

    15 Shookville Rd, Red Hook, NY 12571
  • /37

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    11 Tribune Ln, Red Hook, NY 12571

    Picture-perfect vintage vibe meets endless possibilities on 1.6 private acres. This warm, enchanting 3-bed, 2-bath cottage combines nostalgic character with cozy, peaceful country living. From its inviting porch to the sprawling, sunlit yard full of mature trees, every corner of this property whispers warmth and charm. Here you can cultivate charming gardens of flowers and shrubs or grow herbs

    Bettina Louise Sturm Howard Hanna Rand Realty

    11 Tribune Ln, Red Hook, NY 12571
  • /25

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,097 Sq Ft

    1601 Route 199, Red Hook, NY 12571

    Charming Renovated Ranch with Scenic Views and Endless Potential, l with extra additional side lot!! Welcome to this beautifully renovated ranch-style home offering 1,200 square feet of comfortable, single-level living. Featuring 3 spacious bedrooms and 2 full baths, this thoughtfully updated home boasts a functional and versatile layout with multiple private entrances—perfect for

    Jason Schobert eXp Realty

    1601 Route 199, Red Hook, NY 12571
  • /22

    $825,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    1104 Cold Spring Rd, Clinton Corners, NY 12514

    Discover a rare opportunity with these two separate expansive lots totaling 78.4 acres, less than 2 hours from NYC. Turn right on to the Taconic and be in NYC in less than 2 hours. Winding gated driveway leads to the A-Frame house, and another driveway leads to a pond site and an open field. Excellent development opportunity with cleared areas, pond sites, wetlands, roads and utilities in place,

    Shana Altstaetter Halter Associates Realty Inc

    1104 Cold Spring Rd, Clinton Corners, NY 12514
  • /30

    $825,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    1104 Cold Spring Rd, Red Hook, NY 12571

    Discover a rare opportunity with these two separate expansive lots totaling 78.4 acres, less than 2 hours from NYC. Turn right on to the Taconic and be in NYC in less than 2 hours. Winding gated driveway leads to the A-Frame house, and another driveway leads to a pond site and an open field. Excellent development opportunity with cleared areas, pond sites, wetlands, roads and utilities in place

    Shana Altstaetter Halter Associates Realty

    1104 Cold Spring Rd, Red Hook, NY 12571
  • /35

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,425 Sq Ft

    9 Lakeside Dr, Rhinebeck, NY 12572

    Charming Cape Cod Cottage with Private Round Lake Access! Nestled on 2 secluded acres, this well-maintained Cape Cod-style cottage offers 1,425 sq ft of inviting living space and exclusive access to pristine Round Lake—a non-motorized lake ideal for swimming, fishing, canoeing, paddle boarding, and kayaking. The main level features a spacious living room, a sunny kitchen with a dinette area, two

    Sean Eidle BHHS Hudson Valley Properties

    9 Lakeside Dr, Rhinebeck, NY 12572
  • /33

    $850,000

    • 3 Beds
    • 2 Baths
    • 3,300 Sq Ft

    141 Lamoree Rd, Rhinebeck, NY 12572

    Tucked away on over 7 bucolic acres in Rhinebeck, this charming Cape Cod-style home offers comfort, privacy, and inspiring creative spaces. Once home to a highly regarded artist whose work has been featured in MoMA, the Whitney, and the Smithsonian, the property carries a quiet creative legacy that still resonates.The three-bedroom, two-bath residence is set well back from the road, framed by

    SHERI SCEROLER Four Seasons Sotheby's Int.

    141 Lamoree Rd, Rhinebeck, NY 12572
  • /20

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    1814 Route 199, Stanfordville, NY 12581

    One level living. 2 Acres partially wooded. Lots of privacy. Put in a few updates and a little elbow grease and make this home your style.

    MICHAEL MORRISON Corcoran Country Living

    1814 Route 199, Stanfordville, NY 12581
  • /50

    $524,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    1760 Route 199, Stanfordville, NY 12581

    Want country living at its finest? LOOK no further! Nestled halfway between Rhinebeck and Millbrook is this Stanfordville gem! This gorgeous 3 bed 2 & half bath home sits on a majestic acre w/bucolic scenery surrounding you! You even have your own bubbling brook to mesmerize you! Simply sit out on the expansive decking and enjoy the natural beauty that greets you on so many levels that it

    Justina Trainor BHHS Hudson Valley Properties

    1760 Route 199, Stanfordville, NY 12581
  • /38

    $799,000

    • 3 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    12 Broadview Ln, Red Hook, NY 12571

    Tucked right outside the village of Red Hook, is the lovely neighborhood on Broadview Lane, where you have the unique luxury of extensive private acreage but also enjoy the community setting. This custom colonial is both elegant and cozy; it has been carefully curated with immaculate details featuring crown moldings, recessed lighting, and beautiful hardwood floors. Welcome your guests into the

    Chelsea Pollard-Seiler Mondello Upstate Properties

    12 Broadview Ln, Red Hook, NY 12571
  • /30

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    79 Torre Rock Rd, Red Hook, NY 12571

    79 Torre Rock Rd. in Red Hook NY is a charming Cape Cod home sitting quietly on 12.25 very private acres of serene land in the town of Milan. Built in 1976 this retro home welcomes you with a spacious screened-in front porch, perfect for enjoying nature’s symphony at any hour, this retreat boasts three bedrooms and 2.5 baths. The main floor features a generous primary bedroom with an en suite

    Rebecca Hanlon Corcoran Country Living

    79 Torre Rock Rd, Red Hook, NY 12571
  • /20

    $2,495,000

    • 3 Beds
    • 4 Baths
    • 3,300 Sq Ft

    159 Sawmill Rd, Red Hook, NY 12571

    Set across 82 beautiful acres of rolling meadows, woodlands, and orchard, this remarkable Red Hook property offers long views to the Catskill Mountains and a setting of remarkable quiet, open space, and mountain views. A small lake and two spring-fed ponds create a peaceful, ever-changing backdrop—water features that are rarely available for purchase in the Hudson Valley. Their presence enhances

    Vicki Hickman Houlihan Lawrence-R

    159 Sawmill Rd, Red Hook, NY 12571
  • /14

    $2,495,000

    • 3 Beds
    • 1.5 Baths
    • 2,770 Sq Ft

    40 Lakeside Dr, Rhinebeck, NY 12572

    Sleek and sophisticated, this modernist residence echoes the subtle ripples of nearby Round Pond, to which Lakeside has lake access rights. The architecture is comprised of three wings joined on a single level to create dynamic indoor and outdoor living spaces, perfect for the ease of single level living.Lakeside is located in Rhinebeck on 4.5 acres, primarily wooded with beautiful terrain, rock

    DOUG MAXWELL Upstate Modernist

    40 Lakeside Dr, Rhinebeck, NY 12572

Why Live in Milan

Buyers seek homes in Milan for its expansive rural atmosphere, as the town has around 2,500 residents spread across 36 square miles. Despite hosting the occasional local diner, most folks in Milan venture to neighboring villages like Red Hook for any shopping and dining needs. “It’s more rural farmland and woods. Over the last 2 years, [the market here] has been popular for second homes,” says Brad Rebillard, a longtime Dutchess County local and broker-owner with Dutchess Country Realty. “And areas like Red Hook and Rhinebeck have exploded over the years as well.” Homes range from $400,000 to $2 million, varying by square footage, lot size and age. On the lower end of the price range are midcentury split-levels, ramblers and Cape Cods from the 1950s through the 1990s, sitting along winding, pastoral roads. There are also a handful of older prewar cottages as well as contemporary and Craftsman-style residences built in the last decade. Many homes come with an acre or more of land, with double-digit acreage available with homes above the $1 million mark. Some residents try to utilize their large plots of land to get benefits from the county’s Agricultural Assessment Program. “People

Home Trends in Milan, NY

Housing Trends

Median Sale Price
$1,150,000
Median Single Family Sale Price
$389,900
Median 2 Bedroom Sale Price
$310,000
Average Price Per Sq Ft
$212
Number of Homes for Sale
5
Last 12 months Home Sales
23
Months of Supply
2.60
Median List Price
$389,900
Median Change From 1st List Price
28%
Median Home Sale Price YoY Change
74%
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