4 Bedroom homes for sale & real estate in Dutchess County, NY

181 homes

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Dutchess County, NY
On a country road overlooking a beautiful spring-fed pond sits a 3,228 sq ft cedar-sided traditional home. Set on 23 stunning acres of open fields, mature trees, and bucolic landscaping, just outside from the Village of Millbrook. Inside, the home features a spacious and flexible layout with 4 bedrooms, 3 full baths, central A/C, and a gas fireplace. The upper level welcomes you into an open living room and dining area with access to a large deck, perfect for entertaining. The kitchen is well-situated, while two guest bedrooms share a full bath. The primary ensuite opens into a sunroom overlooking the pond, ideal for morning coffee, reading, or meditation. The finished lower level includes

$1,495,000

4 beds3 baths3,228 sq ft

508 Woodstock Rd, Millbrook, NY 12545

Large deck • Spring-fed pond • Open fields

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
4 Bedroom Homes for Sale in Dutchess County, NY
Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded paths perfect for walking/hiking/biking. Here, natural beauty surrounds you, creating a true sanctuary just outside the city. Located just five minutes from the Beacon train station, commuting to and from New York City is a breeze—only 90 minutes away. Beacon, NY is a thriving hub of art, dining, shopp

$2,025,000

4 beds3 baths2,892 sq ft

8 Chelsea Rd, Wappingers Falls, NY 12590

Water views • Beacon train station • Hudson river

Listing by Corcoran Country Living

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Dutchess County, NY
(To Be Built) A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop. Previously an equestrian paddock, the property interiors with natural textures and a luxurious modern simplicity. The architectural form is comprised of two intersecting wings, each with dramatic gabled glass end wall positioned to enjoy the views of the site. The intersection creates spacious open

$3,495,000

4 beds3.5 baths3,635 sq ft

505-1 Pumpkin Ln, Clinton Corners, NY 12514

10 acre lot • 2 garage spots • Built 2024

Listing by Upstate Modernist

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Dutchess County, NY
Welcome to 16 Anderson Road — a beautifully crafted modern home perched atop the prestigious Quaker Hill in Pawling. Built in 2023, construction completed in 2024, this thoughtfully designed residence blends contemporary elegance with exceptional functionality, offering over 3,000 square feet of refined living space. From the moment you arrive, the home's charm is undeniable — lush landscaping frames a classic rocking-chair front porch, inviting you into a warm and stylish interior. Inside, the open-concept layout is bathed in natural light and finished with upscale details throughout. The gourmet kitchen is a chef’s dream, featuring a Bertazzoni range, French-door refrige

$1,175,000

4 beds6 baths3,012 sq ft

16 Anderson Rd, Pawling, NY 12564

0.71 acre lot • 2 garage spots • Built 2023

Listing by Compass Greater NY, LLC

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Dutchess County, NY
"Lift House, " a soon-to-be-built residence, embodies modernism in its purest form, blending natural elements with contemporary design in perfect harmony. Set on 14 acres, the home appears to rise from the earth itself, its elevated floor plan enhancing its connection to the landscape. Warm Accoya wood siding spirals around the structure, supported by two muted burgundy brick volumes and framed by a grid of bronze columns. These natural hues seamlessly integrate with the land, while also standing apart, creating a dynamic dialogue between the home and its environment. A serene koi pond reflects both the site’s colors and the architecture’s striking forms. The entry exp

$2,495,000

4 beds4.5 baths3,820 sq ft

"Lift House" Bulls Head Rd, Clinton Corners, NY 12514

Koi pond • Stone-clad fireplace • Garden courtyard

Listing by BHHS Hudson Valley Properties

Property at 120 Harmony Rd, Pawling, NY 12564, 4 beds, 4.5 baths

$1,250,000

4 beds4.5 baths3,200 sq ft

120 Harmony Rd, Pawling, NY 12564

Listing by Hillside Realty & Development

Property at 126 Old Route 55, Pawling, NY 12564, 4 beds, 4.5 baths

$598,500

4 beds4.5 baths2,361 sq ft

126 Old Route 55, Pawling, NY 12564

Listing by HomeSmart Homes & Estates

Property at 2 Chelsea Rd, Wappingers Falls, NY 12590, 4 beds, 2.5 baths

$1,850,000

4 beds2.5 baths2,581 sq ft

2 Chelsea Rd, Wappingers Falls, NY 12590

Listing by Corcoran Country Living

Property at 41 Lavelle Rd, Holmes, NY 12531, 4 beds, 2.5 baths

$1,295,000

4 beds2.5 baths2,376 sq ft

41 Lavelle Rd, Holmes, NY 12531

Listing by Weichert Realtors

Property at "Cascade House" Cascade Mountain Rd, Amenia, NY 12501, 4 beds, 4.5 baths

$2,900,000

4 beds4.5 baths3,902 sq ft

"Cascade House" Cascade Mountain Rd, Amenia, NY 12501

Listing by BHHS Hudson Valley Properties

Property at 7786 S Main St, Pine Plains, NY 12567, 4 beds, 1.5 baths

$499,000

4 beds1.5 baths3,072 sq ft

7786 S Main St, Pine Plains, NY 12567

Listing by Houlihan Lawrence Inc.

Property at 9 Lawrence Rd, Poughkeepsie, NY 12601, 4 beds, 2 baths

$510,000

4 beds2 baths— sq ft

9 Lawrence Rd, Poughkeepsie, NY 12601

Listing by Century 21 Alliance Rlty Group

Property at Wappingers Farm Estates, Lot 9, Robinson Ln, Wappingers Falls, NY 12590

$165,000

— beds— baths— sq ft

Wappingers Farm Estates, Lot 9, Robinson Ln, Wappingers Falls, NY 12590

Listing by Westchester Dream Home Realty

Property at Wappinger Farm Estates, Lot 10, Robinson Ln, Wappingers Falls, NY 12590

$155,000

— beds— baths— sq ft

Wappinger Farm Estates, Lot 10, Robinson Ln, Wappingers Falls, NY 12590

Listing by Westchester Dream Home Realty

Property at 9 Mountain View Ave, Staatsburg, NY 12580

$225,000

— beds— baths— sq ft

9 Mountain View Ave, Staatsburg, NY 12580

Listing by Upstate Down

Property at Lot 39 Roundhill Rd, Hopewell Junction, NY 12533

$199,000

— beds— baths— sq ft

Lot 39 Roundhill Rd, Hopewell Junction, NY 12533

Listing by KW MidHudson

Property at Lot 7 Brookview Rd, Dover Plains, NY 12522

$99,900

— beds— baths— sq ft

Lot 7 Brookview Rd, Dover Plains, NY 12522

Listing by R. Ferris Real Estate, LLC

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Based on information submitted to the MLS GRID as of Sun Dec 21 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

4 Bedroom Homes for Sale in Dutchess County

There are currently 181 4 bedroom homes in Dutchess County. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dutchess County stay on the market for 65 days and receive 3 offers. This map is refreshed with the newest listings in Dutchess County every 15 minutes.

In the past month, 200 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 88 condos, 1 townhouse, and 63 multi-family units for sale in Dutchess County last month. Find your dream home in Dutchess County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Dutchess County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dutchess County. If you're looking to sell your home in the Dutchess County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dutchess County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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