Dutchess County NY Homes for Sale

/49
$939,900
- 4 Beds
- 4 Baths
- 4,101 Sq Ft
2 Holly Crescent, Hopewell Junction, NY 12533

Sited on a 0.62-acre corner lot, this 4,101sqft home offers 4 bedrooms, 4 full baths, a private den/office, and a versatile second-floor bonus room. The walk-out basement adds approximately 1500sqft of unfinished space with high ceilings, backyard access, and rough plumbing for a 5th bathroom - this home offers endless possibilities. Grand two-story entryway impresses from the start. The heart of

Amber Thomas

Compass Greater NY, LLC

(329) 210-2239

2 Holly Crescent, Hopewell Junction, NY 12533
/26
$450,000
- 4 Beds
- 2 Baths
- 2,634 Sq Ft
41 Beilke Rd, Millerton, NY 12546

Spacious 4-bedroom, 2-bath colonial in Northern Dutchess County featuring modern updates and timeless charm. The kitchen boasts granite countertops, stainless steel appliances, and hardwood floors, which flow into the dining and family rooms. French doors open to a large deck and private, fenced backyard, ideal for entertaining or relaxing. Additional features include radiant heat, a

Omar Harper

Epique Realty

(518) 760-0679

41 Beilke Rd, Millerton, NY 12546
/28
$425,000
- 3 Beds
- 1 Bath
- 1,128 Sq Ft
11 Toomey Dr, Poughkeepsie, NY 12603

Move right in to this charming updated single-family ranch home offering 3 bedrooms, 1 bathroom, and 1,128sq.ft. of practical living space. Built in 1955, this well-maintained home is nestled in a peaceful residential neighborhood just minutes from Vassar College and Greenvale Park. Step inside to find bright living spaces ready for your personal touch, with ample natural light and comfortable

Alicia Goldman

Christie's Int. Real Estate

(845) 379-3619

11 Toomey Dr, Poughkeepsie, NY 12603
/40
$2,995,000
- 4 Beds
- 4 Baths
- 4,103 Sq Ft
476 Carpenter Hill Rd, Pine Plains, NY 12567

Modern Minimalist Estate on 19 Bucolic Acres in Dutchess County, NY. A rare Hudson Valley offering where bold modern design meets pastoral beauty. Completed in late 2024, this 4,700+ sq ft single-level home sits on 19 acres of flat, fenced farmland along scenic Shekomeko Creek. The residence features a 3,057+/-sq ft main house, 1,046+/- sq ft greenhouse-conservatory, and 1,423 +/-sq ft heated

Rebecca Doh

W. Raveis Lifestyles Realty

(518) 594-8655

476 Carpenter Hill Rd, Pine Plains, NY 12567
/46
$1,200,000 Open Sat 1PM - 3PM
- 4 Beds
- 2.5 Baths
- 3,048 Sq Ft
33 Willow Brook Ridge, Clinton Corners, NY 12514

Privately set on 6.6 acres at the end of a no-outlet road, this classic Colonial offers exceptional privacy within an established upscale community, surrounded by mature trees and a peaceful, lightly wooded landscape with abundant wildlife. Ideally located just minutes from Rhinebeck, Red Hook and Clinton Corners, with convenient access to the Taconic Parkway, 20 minutes to Rhinecliff and the

Margaret Mondello

Margaret Mondello Real Estate

(845) 393-6730

33 Willow Brook Ridge, Clinton Corners, NY 12514
/23
$629,000
- 1 Bed
- 1.5 Baths
- 1,000 Sq Ft
Unlisted Address

Unique Barndominium on 3+ beautiful acres in Dutchess County. 2 additional neighboring farm land parcels are also available to purchase (4+ acres and 20 acres) Set on gently rolling fields, this one-of-a-kind Barndominium offers an open, airy layout with abundant natural light - creating the perfect backdrop for country living, equestrians, art studio or a weekend getaway. Package deals available

Diana Murphy

HomeSmart Homes & Estates

(329) 201-5922

Unlisted Address
/43
$899,000 Open House 5/24
- 3 Beds
- 2 Baths
- 1,725 Sq Ft
41 Diddell Rd, Wappingers Falls, NY 12590

The Ultimate Lifestyle Estate! From the remodeled chef’s kitchen with granite counters to a massive 3,200 sq. ft. Pole Barn, this property is a fusion of modern luxury with serious utility. Set in a tax-saving Agricultural District, you’ll find 2 stocked ponds (boats included!), a classic Red Barn with chickens and with horse-stall potential, a 10-acre landscape featuring investment-ready

Lisa Kelly

Exit Realty Connections

(329) 210-1548

41 Diddell Rd, Wappingers Falls, NY 12590
/21
$695,000
- 3 Beds
- 2.5 Baths
- 2,005 Sq Ft
4523 Route 199 Unit 45, Millerton, NY 12546

Main house PLUS Cottage! Discover this turnkey, fully remodeled home in Millerton, NY, offering modern luxury with rustic charm. Featuring high-end finishes, this immaculate property boasts a bright, open design, plus a separate, charming 2-bedroom/1-bath accessory cottage on-site, ideal for long-term rental, income-generating Airbnb, private guest quarters, home office, or rental income

Diana Wiemer

Houlihan Lawrence Inc.

(518) 759-6393

4523 Route 199 Unit 45, Millerton, NY 12546
/46
$815,000
- 4 Beds
- 4 Baths
- 2,234 Sq Ft
360 Old State Route 22, Dover Plains, NY 12522

Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

Judith 'Judy' Albert

BHHS Hudson Valley Properties

(845) 412-9430

360 Old State Route 22, Dover Plains, NY 12522
/47
$1,769,000 Open Sun 1PM - 4PM
- 4 Beds
- 5 Baths
- 5,250 Sq Ft
6 Conifer Ct, Poughkeepsie, NY 12603

Welcome to 6 Conifer Court—A Modern Farmhouse Masterpiece in Tamarack Heights! Experience luxury living at its finest at the end of a peaceful cul-de-sac in one of Poughkeepsie’s most sought-after neighborhoods. Built in 2023, this spectacular 5,250 sq ft home sits on nearly 3 acres of beautifully landscaped grounds, offering privacy and tranquility just minutes from Eastdale Village, Adams

Omar Harper

Epique Realty

(845) 599-0947

6 Conifer Ct, Poughkeepsie, NY 12603
/44
$875,000
- 4 Beds
- 2.5 Baths
- 3,027 Sq Ft
78 Moore Rd, Hopewell Junction, NY 12533

Welcome to this spectacular home located in the sought after and award winning Four Corners community. As you enter, you are immediately greeted by an impressive two story foyer featuring a beautiful staircase with elegant wrought iron spindles leading to the second floor. The high ceilings and open layout create a bright and welcoming atmosphere throughout this spacious four bedroom, two and a

Michael Dunstan

RE/MAX Town & Country

(329) 218-0373

78 Moore Rd, Hopewell Junction, NY 12533
/50
$785,000
- 3 Beds
- 3 Baths
- 3,729 Sq Ft
103 S Harmony Hill Rd, Pawling, NY 12564

Properties like this don't come along often! As you turn off the road, the world quiets. The driveway pulls you back through a canopy of mature trees, and by the time the house appears, you already feel the privacy with over five acres, buffered on all sides, thoughtfully expanded and upgraded far beyond its 1975 origins. Step inside to a living room anchored by a stone fireplace, original

Colleen McGrath

McGrath Realty Inc

(845) 720-4119

103 S Harmony Hill Rd, Pawling, NY 12564
/36
$650,000
- 4 Beds
- 3 Baths
- 2,112 Sq Ft
4 Cameli Dr, Wappingers Falls, NY 12590

This will be like purchasing a brand-new home; built in 2020 this home has all the amenities a discriminating buyer is looking for: from the large airy entry with an ENERGY STAR entrance door to hardwoods throughout; open concept, fabulous kitchen with quartz countertops and walk in pantry, first floor bedroom or office and dining/living rooms that are sun drenched from multiple sliding glass

Pamela Burns

Corcoran Legends Realty

(329) 207-0412

4 Cameli Dr, Wappingers Falls, NY 12590
/3
$129,900
- Land
- 5.02 Acres
- $25,876 per Acre
0 Silver Mountain Rd Unit KEY968200, North East, NY 12546

Nestled in a peaceful setting that blends perfectly with nature, this site is ready for you to build your dream home. Overlooking a gentle stream and woodlands, it offers the beauty of nature right at your doorstep. Original list price is $129,900 - initially entered as $229,900 in error. There's been no price reduction)

Brad Rebillard

DUTCHESS COUNTRY REALTY INC. M

(518) 750-6268

0 Silver Mountain Rd Unit KEY968200, North East, NY 12546
/36
$380,000
- 3 Beds
- 2 Baths
- 2,064 Sq Ft
1 Lawrence Rd, Poughkeepsie, NY 12601

Sellers Are Moving On, Packing Up And Offering This Four Bedroom, Two Bath Cape Cod Loaded With Character. Here You Will Find A Combination Of Hardwood And Ceramic Tiled Floors, Wall To Wall/Floor To Ceiling Stone Surround Fireplace, French Doors, Plenty Of Closets, Updated Bathrooms, Laundry Room, Lots Of Parking Space, Enclosed Back Porch And Your Own Private/Personal View Of Fallkill Creek!

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 209-1486

1 Lawrence Rd, Poughkeepsie, NY 12601
/6
$90,000
- Land
- 1.7 Acres
- $52,941 per Acre
0 E Noxon Rd Unit KEY984594, La Grange, NY 12540

Attention builders ! Home buyers looking to build! Here is 1.7 acres of raw land in a convenient location in the Town of LaGrange. Enjoy the many local parks, the Dutchess County Rail Trails, Walkway over the Hudson and all the the famous Hudson Valley has to offer. This property has a local stream running through it with the needed to build room between the road and stream and the added benefit

Philip Bisesto

HomeSmart Homes & Estates

(329) 207-0828

0 E Noxon Rd Unit KEY984594, La Grange, NY 12540
/26
$385,000
- 3 Beds
- 1 Bath
- 1,524 Sq Ft
23 Howard Rd, Poughkeepsie, NY 12603

Welcome to this beautiful 3-bedroom, 1 full bath Cape Cod located in the Arlington School District in the Town of LaGrange. As you enter the home, you’ll immediately appreciate the large open kitchen filled with natural light, featuring beautiful beamed ceilings and two pantry closets for ample storage. The first floor offers a generously sized primary bedroom with abundant closet space. Recessed

Michael Dunstan

RE/MAX Town & Country

(845) 720-4095

23 Howard Rd, Poughkeepsie, NY 12603
/3
$65,000
- Land
- 1.79 Acres
- $36,313 per Acre
552 Holmes Rd, Holmes, NY 12531

Currently raw land waiting to be developed for single family house . Much of the property would remain natural but can be used for ATV, and other outdoor activities. Very close drive to route 84. Will need BOHA

Philip Bisesto

HomeSmart Homes & Estates

(845) 683-5931

552 Holmes Rd, Holmes, NY 12531
/11
$229,000
- Land
- 6.63 Acres
- $34,540 per Acre
Lot 25 Brady Brook Farm Rd, Pawling, NY 12564

Come build your dream home on this 6.63-acre Board of Health–approved lot in the desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom home, this property offers the perfect setting for those seeking privacy while remaining just minutes from all the conveniences the Town of Pawling has to offer. Enjoy easy access to Route 22, Route 55, Metro-North, shopping, the charming

Shannon Tully

McGrath Realty Inc

(845) 684-9806

Lot 25 Brady Brook Farm Rd, Pawling, NY 12564
/12
$899,000
- 3 Beds
- 2.5 Baths
- 1,856 Sq Ft
25 Fraleigh Ln, Red Hook, NY 12571

New construction by a reputable local builder, expected to be move-in ready by summer! This gorgeous modern hi-ranch offers a bright, open layout with cathedral ceilings, red oak floors, central air, and a gas fireplace as the focal point of the main living area. The main level features a spacious primary suite along with two guest bedrooms and a full bath. The finished lower level adds

Margaret Mondello

Margaret Mondello Real Estate

(845) 516-8671

25 Fraleigh Ln, Red Hook, NY 12571
/47
$750,000
- 4 Beds
- 3.5 Baths
- 4,687 Sq Ft
6 Martingale Way, Pawling, NY 12564

Welcome to 6 Martingale Way, an impressive 4-bedroom, 3.5-bathroom colonial offering nearly 4,700 square feet of living space in the highly sought-after Highlands community of Pawling, NY. From the moment you step inside, you'll be greeted by beautifully refinished hardwood floors that flow throughout the entire first floor, setting the tone for the quality and care found throughout this

Colleen McGrath

McGrath Realty Inc

(845) 209-0713

6 Martingale Way, Pawling, NY 12564
/6
$550,000
- 4 Beds
- 1 Bath
- 1,816 Sq Ft
3 Allen Place, Poughkeepsie, NY 12601

Charming Victorian-style single-family home located in the heart of Poughkeepsie. fully Newly renovated home for sale.

Jack Yao

Realmart Realty LLC

(845) 684-9520

3 Allen Place, Poughkeepsie, NY 12601
/39
$900,000
- 4 Beds
- 2.5 Baths
- 2,584 Sq Ft
23 Creek Rd, Staatsburg, NY 12580

This extraordinary colonial is a rare Hudson Valley find, where over a century of craftsmanship forms the foundation for a lifestyle that has to be seen to be believed. This 4 bedroom, 3 bath home has bones that simply cannot be replicated, while an extensive list of upgrades throughout has transformed every inch of the property into something truly exceptional.Inside, original hardwood

Robin Bermudez

Compass Greater NY, LLC

(845) 478-0701

23 Creek Rd, Staatsburg, NY 12580
/6
$899,000
- Land
- 80.52 Acres
- $11,165 per Acre
1830 Bruzgul Rd, Lagrangeville, NY 12540

Multi use commercial and/or residential sub-division, Beautiful rolling hills with massive Catskill views on 80.52 acres. Seasonal stream, partially wooded with meadows. Many building sites, great for commuters as is close to the Taconic state parkway. Zoning RD10 for Union Vale, this is a remarkable opportunity. This property is sub-dividable.,AMENITIES:Park,PoolNEW ZONING: Amending Zoning

Diana Wiemer

Houlihan Lawrence Inc.

(329) 888-5724

1830 Bruzgul Rd, Lagrangeville, NY 12540
/26
$368,999
- 3 Beds
- 1 Bath
- 1,104 Sq Ft
2 Onondaga Dr, Wappingers Falls, NY 12590

This bright and inviting single-story ranch home sits on a desirable corner lot, offering excellent curb appeal, and attached one-car garage. Inside, beautiful hardwood floors flow throughout the main living areas, complemented by fresh white walls and abundant natural light.The updated kitchen features white cabinetry, granite-style countertops, stainless steel appliances, and a stylish

Leia Rodman

Corcoran Legends Realty

(329) 219-1992

2 Onondaga Dr, Wappingers Falls, NY 12590
/2
$699,975
- 3 Beds
- 2 Baths
18 Dorland Ave, Poughkeepsie, NY 12603

18 Dorland Ave, Poughkeepsie, NY 12603 Arlington School District • 1.65 Acres • RM Zoning A rare Redevelopment Opportunity in one of Dutchess County's most Desirable Residential Corridors. This expansive 1.65‐acre parcel, located in the prestigious Arlington School District, is zoned Residential Multi‐Family (RM) and offers exceptional potential for a boutique multi‐family community or

Anthony J Pryce

Landmark VP Realty

(845) 445-6532

18 Dorland Ave, Poughkeepsie, NY 12603
/25
$145,000
- 2 Beds
- 1.5 Baths
- 1,200 Sq Ft
26 Cooper Rd Unit 811, Poughkeepsie, NY 12603

Top-Floor in Highview Estates – One of the Largest Layouts in the Complex!Welcome to this bright and spacious 2-bedroom, 1.5-bath garden-style co-op located in the Town of Poughkeepsie within the Arlington School District. This desirable unit offers a generous living room, two comfortable bedrooms including a primary bedroom with a private half bath. Recent 2025 improvements include new

Karen Briscoe-Reed

KW MidHudson

(845) 470-6505

26 Cooper Rd Unit 811, Poughkeepsie, NY 12603
/6
$215,000
- Land
- 33,105 Sq Ft
- $282,895 per Acre
15 Dykeman St, Pawling, NY 12564

Rare opportunity to build in the heart of the Village of Pawling! Cleared and ready for development, this residential lot at 15 Dykeman Street offers municipal water and sewer available at the street — a major advantage for new construction. The property features a defined driveway lined with item four stone, providing immediate access and a head start on site work. Level and open, the lot offers

Joanne Debellis

Debellis Real Estate LLC

(845) 660-6758

15 Dykeman St, Pawling, NY 12564
/6
$875,000
- Land
- 25.2 Acres
- $34,722 per Acre
0 Route 55 Unit KEY984151, Union Vale, NY 12540

This prime 25.2-acre commercial parcel on Route 55 is a rare large-scale development opportunity in one of Dutchess County’s most active high-growth corridors. Positioned at the intersection of Union Vale and LaGrange, the property combines expansive acreage with significant visibility to serve regional commercial or residential needs. It features 700 feet of direct frontage on Route 55,

Diana Wiemer

Houlihan Lawrence Inc.

(329) 201-2596

0 Route 55 Unit KEY984151, Union Vale, NY 12540
/27
$449,900
- 3 Beds
- 2.5 Baths
- 1,874 Sq Ft
22 Caywood Rd, Poughkeepsie, NY 12603

This 3-bedroom, 2.5-bath beauty offers 1,874 sq ft living with an open, flowing floor plan that feels both spacious and warm. The granite kitchen impresses with a super-sized island, stainless appliances, and hardwood floors that carry throughout the main level. The large finished family room -- with a wood stove -- is perfect for cozy evenings, and the garage level includes a one-car garage plus

Danielle Carlson-murphy

Start Home Smart, Inc.

(914) 474-6456

22 Caywood Rd, Poughkeepsie, NY 12603
/22
$365,000
- 4 Beds
- 1 Bath
- 1,144 Sq Ft
85 Sunset Ave, Poughkeepsie, NY 12601

This 4-bedroom, 1-bathroom property offers a layout ideal for renting, with close proximity to Marist College. Set on a generous lot, it features a large driveway with ample off-street parking, a deck, and extensive surrounding land—valuable amenities for maximizing tenant demand and long-term value. The flexible bedroom configuration allows for efficient rent-by-room potential, while the outdoor

Peter Raider

Real Broker NY LLC

(845) 773-1844

85 Sunset Ave, Poughkeepsie, NY 12601
/26
$549,000
- 6 Beds
- 3 Baths
152 Cannon St, Poughkeepsie, NY 12601

Four Family Building Offering Two Bedroom Apartments With Separate Utilities (Gas And Electric). This Turnkey Property Is Fully Rented And Includes A Spacious Backyard For Year Around Fun. Conveniently Located Close To Many Amenities, Major Highways, Restaurants/Delis, Shopping, Transportation And More***Easy To Show With At Least Prior Day's Notice Given By 3pm The Day Before For 11am-6pm

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 506-1285

152 Cannon St, Poughkeepsie, NY 12601
/17
$4,499,000
- 6 Beds
- 2.5 Baths
- 4,716 Sq Ft
1196 New York 82, Hopewell Junction, NY 12533

Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling hills surround this family farm which has been owned by the same family for generations. The central hilltop peak elevation in the middle of property offers full panorama views of the nearby Dutchess Hills, Catskills, Shawngunks,

Sherret Chase

Four Seasons Sotheby's Int'l R

(329) 217-0467

1196 New York 82, Hopewell Junction, NY 12533
/10
$199,000
- Land
- 30,927 Sq Ft
- $280,282 per Acre
0 Stewart Ave, Beacon, NY 12508

BOHA .71 acre building lot in the Town of Fishkill within the Beacon City School District. Just two miles from Main Street restaurants, theater & galleries, this subdivided parcel is bordered by mature shade trees and enjoys a cozy corner location in a small, friendly neighborhood. Municipal water available. Rare, affordable opportunity to build your perfect home!

Jennifer Velez

Joncar Realty Inc

(845) 251-3279

0 Stewart Ave, Beacon, NY 12508
/43
$330,000
- 2 Beds
- 2.5 Baths
- 1,972 Sq Ft
11 Squires Gate Unit B, Poughkeepsie, NY 12603

Welcome to easy living at The Commons at Cedar! This well-maintained townhouse offers a perfect blend of comfort, space, and convenience. The main level features a thoughtfully designed kitchen with granite countertops, gas range, microwave, dishwasher, and refrigerator, flowing seamlessly into a formal dining room—ideal for entertaining. The inviting living room boasts a cozy fireplace and

Isabel Alves

RE/MAX Town & Country

(845) 493-2546

11 Squires Gate Unit B, Poughkeepsie, NY 12603
/29
$610,000
- 3 Beds
- 2.5 Baths
- 2,337 Sq Ft
34 Barkit Kennel Rd, Pleasant Valley, NY 12569

Charming country retreat privately sited on 2 acres. The white picket fence and mature landscaping sets the stage for this beautiful contemporary colonial. The Charming but functional kitchen boasts Stainless Steel appliances including a 5 burner gas oven with hood vent, farm sink, butcher block counters, center island. rustic custom pantry, and a charming breakfast nook with quaint architectural

Amber Thomas

Compass Greater NY, LLC

(845) 379-3281

34 Barkit Kennel Rd, Pleasant Valley, NY 12569
/49
$565,000
- 2 Beds
- 2 Baths
- 2,196 Sq Ft
168 Old Route 55, Pawling, NY 12564

Step into the year our nation was born and own a piece of living American history. Originally constructed in 1776 by a Scottish stone mason and frontiersman, who fought in two Revolutionary War battles, this enduring stone home is more than a residence; it’s a survivor. Once known as the Pawling Toll Gate and Toll House, it served as a gateway for travelers, a general store, a post office, and a

Colleen McGrath

McGrath Realty Inc

(845) 932-0435

168 Old Route 55, Pawling, NY 12564
/23
$559,000
- 1 Bed
- 1 Bath
- 1,191 Sq Ft
249 Main St Unit 312, Beacon, NY 12508

Elevated Main Street Living with Cityscape & Hudson Highlands Views. Perched on the third-floor corner of 249 Main Street, this bright and beautifully positioned one-bedroom condominium offers sweeping cityscape views along historic Main Street with the Hudson Highlands and surrounding mountains beyond. Large windows fill the home with natural light, while generous private balconies create the

Angela Ingham

BHHS Hudson Valley Properties

(845) 377-4102

249 Main St Unit 312, Beacon, NY 12508
/23
$554,997
- 4 Beds
- 3 Baths
- 2,048 Sq Ft
16 Baldwin Dr, Wappingers Falls, NY 12590

Welcome to 16 Baldwin Drive—an impeccably maintained and beautifully updated 4-bedroom, 3-full-bath home located in one of Wappingers Falls’ most desirable neighborhoods. This spacious residence offers the perfect blend of comfort, style, and functionality, ideal for today’s modern living. Step inside to an inviting open layout featuring sun-filled living spaces, gleaming floors, and a seamless

Anthony J Pryce

Valley Palms Real Estate Inc

(329) 214-1237

16 Baldwin Dr, Wappingers Falls, NY 12590
/22
$1,350,000
- Land
- 3.9 Acres
- $346,154 per Acre
178 Charles Colman Blvd, Pawling, NY 12564

Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

Vince Buccieri

Today Realty Corp.

(845) 280-5951

178 Charles Colman Blvd, Pawling, NY 12564

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