Homes with a View for Sale in Pleasant Valley, NY

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ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Discover this charming home with endless potential in the heart of Pleasant Valley, Dutchess County. This beautiful colonial-style residence offers timeless character, natural serenity, and a true indoor-outdoor lifestyle. With direct access to a tranquil creek from your backyard, this over 2,900 square feet home is perfect for unwinding in nature, listening to the soothing sounds of the water, or enjoying a peaceful evening by the fire pit under the stars. This light-filled 3-bedroom, 2-bath home features a flexible layout with a separate area ideal for guests. The open-concept design allows the main living spaces to flow seamlessly into one another, creating an inviting, airy feel that&rs

$400,000

3 beds1.5 baths2,992 sq ft

1675 Main St, Pleasant Valley, NY 12569

Sunlit room • Park-like setting • 0.56 acre lot

Listing by RE/MAX Town & Country

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Surrounded by pastoral farmland along a quiet country road, this reimagined 1899 farmhouse retains a deep connection to the landscape it once anchored. The original farmhouse for the surrounding land, it offers countryside views of a pond and distant mountains, with the Taconic Parkway just minutes away. A bluestone porch wraps around the entire house, creating generous outdoor living space and a welcoming vantage point from which to watch the world go by. There is room for long summer dinners, gatherings with friends, and rocking chairs facing the fields—a setting with the quiet charm of an old film. Inside, original doors, window moldings, and the central staircase railing preserve

$799,000

3 beds3 baths3,139 sq ft

195 Drake Rd, Pleasant Valley, NY 12569

Walk-in closet • Bluestone porch • Fenced grounds

Listing by Corcoran Country Living

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Retreat style compound living at its finest with two wings in one single family residence. A long, private drive winds through the trees to The Hideaway, set on 16 wooded acres in the Town of LaGrange. Stone walls lend timeless charm throughout the grounds, two fire pits invite evenings under the stars and a once-robust garden awaits farm to table renewal. Begin or end the day with the sweet sounds of nature from the covered porch. The setting feels tucked away, yet it's just minutes from the Taconic State Parkway and about 80 miles to Manhattan. Timber construction defines the home: hand-hewn walls, massive beams and exposed rafters carry soaring ceilings over open spans, while dovetail-no

$850,000

4 beds4.5 baths4,841 sq ft

498 Rossway Rd, Pleasant Valley, NY 12569

Covered porch • Hand-hewn walls • 16 wooded acres

Listing by Coldwell Banker Realty

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
A classic 1890s farmhouse in a bucolic setting captures the essence of country living in the beautiful Hudson Valley. Located on a scenic road, this property offers a sense of privacy and an exceptional landscape of natural beauty, encompassing more than 32 acres of sweeping meadows, trails, a tranquil pond, and a substantial period barn. Well maintained and warm throughout, the farmhouse offers comfortable living spaces and charming details. A large picture window and gas fireplace bring light and warmth to the inviting living room, while a bank of windows in the kitchen and family room frames picturesque views of the surrounding landscape. A laundry room and full bath are conveniently loc

$985,000

4 beds2 baths2,311 sq ft

201 Masten Rd, Pleasant Valley, NY 12569

Large picture window • Gas fireplace • 32 acres

Listing by George T Whalen Real Estate

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Motivated sellers - come take a look! Welcome home to this well-maintained 3-bedroom, 2.5-bath property offering comfort, efficiency, and versatile living space. The partially finished basement features brand-new flooring, providing additional room for a home office, recreation area, fitness space, or hobby room. The kitchen is equipped with new appliances, while owned solar panels help improve energy efficiency and reduce utility costs. Enjoy relaxing or entertaining on the covered, screened patio overlooking the backyard. Additional highlights include a spacious two-car garage and a location that's approximately a 10-minute drive to Eastdale, offering convenient access to shopping, dining

$475,000

3 beds2.5 baths1,848 sq ft

70 Gretna Hill Rd, Pleasant Valley, NY 12569

New appliances • Owned solar panels • 1.21 acre lot

Listing by Redfin Real Estate

Property at 4 Wilbur Rd, Pleasant Valley, NY 12569, 2 beds, 1 bath

$164,900

2 beds1 bath1,098 sq ft

4 Wilbur Rd, Pleasant Valley, NY 12569

Listing by BHHS Hudson Valley Properties

Property at 63 Martin Rd, Pleasant Valley, NY 12569, 3 beds, 1.5 baths

$439,000

3 beds1.5 baths1,700 sq ft

63 Martin Rd, Pleasant Valley, NY 12569

Listing by BHHS Hudson Valley Properties

Property at 13-14 Creekside Pl, Pleasant Valley, NY 12569, 5 beds, 4 baths

$845,000

5 beds4 baths3,281 sq ft

13-14 Creekside Pl, Pleasant Valley, NY 12569

Listing by Compass Greater NY, LLC

Property at 60 Traver Rd, Pleasant Valley, NY 12569, 4 beds, 3 baths

$739,000

4 beds3 baths3,114 sq ft

60 Traver Rd, Pleasant Valley, NY 12569

Listing by KW MidHudson

Property at 65 Water Loop, Pleasant Valley, NY 12569, 3 beds, 1 bath

$165,000

3 beds1 bath1,120 sq ft

65 Water Loop, Pleasant Valley, NY 12569

Listing by VYLLA Home

Property at 17 Gretna Hill Rd, Pleasant Valley, NY 12569, 2 beds, 2.5 baths

$529,000

2 beds2.5 baths1,475 sq ft

17 Gretna Hill Rd, Pleasant Valley, NY 12569

Listing by Greene Realty Group

Property at 4918 Route 82, Salt Point, NY 12578, 5 beds, 3.5 baths

$5,250,000

5 beds3.5 baths3,424 sq ft

4918 Route 82, Salt Point, NY 12578

Listing by Upstate Down

Property at 11 Brown Rd, Pleasant Valley, NY 12569, 6 beds, 3.5 baths

$1,750,000

6 beds3.5 baths4,248 sq ft

11 Brown Rd, Pleasant Valley, NY 12569

Listing by Skyler Realty LLC

Property at 991 Freedom Rd, Pleasant Valley, NY 12569, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths2,166 sq ft

991 Freedom Rd, Pleasant Valley, NY 12569

Listing by KW MidHudson

Property at 513 Rossway Rd, Pleasant Valley, NY 12569

$575,000

Land41.72 acres (lot)

513 Rossway Rd, Pleasant Valley, NY 12569

Listing by Houlihan Lawrence Inc.

Property at Freedom Rd, Lagrangeville, NY 12569

$218,400

Land4.81 acres (lot)

Freedom Rd, Lagrangeville, NY 12569

Listing by Houlihan Lawrence Inc.

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ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
A beautiful home located on the sought-after cul-de-sac of The Reserve at LaGrange, surrounded by distinguished luxury homes, this exceptional residence offers an inviting blend of elegance, space, privacy, and the best of the Hudson Valley lifestyle. Perched on nearly three lush acres, the property enjoys sweeping western vista views and spectacular sunsets, with a generous level rear yard and established privacy trees bordering the side property lines. A stone-accented exterior, new driveway, stone walkway, and covered front newer Trex porch create a gracious first impression. Enjoy the views from the porch or relax and entertain on the expansive rear deck with new decking boards and rai

$835,000

4 beds4.5 baths4,852 sq ft

25 Reserve Way, Lagrangeville, NY 12540

Three-car garage • Fenced area • Two-story foyer

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Offered to the market for the first time, this four-bedroom Cape Cod enjoys a very private setting on 3.61 acres in Millbrook. A long driveway leads to expansive lawns and views, creating a peaceful setting for outdoor living. Hardwood floors, a fireplace, a deck, and an attached garage complement the home, while a whole-house generator adds convenience.

$849,000

4 beds3.5 baths3,230 sq ft

109 College Ln, Millbrook, NY 12545

Private setting • Expansive lawns • Outdoor living

Listing by William Pitt Sothebys Int Rlty

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Perched atop a hill with picturesque views of patchwork fields and seasonal foliage, this pristine Colonial is full of charm, warmth, and thoughtful updates! The first floor offers a spacious carpeted living room featuring a beautiful brick wood-burning fireplace, a full bathroom, and a formal dining room perfect for hosting delicious parties. The large eat-in kitchen showcases wood cabinetry and quartz countertops, with plenty of space to gather and enjoy everyday living. A second spacious living area opens to a generous back deck, creating the perfect spot to relax and take in the beautiful surroundings. Upstairs, you'll find three nicely sized bedrooms, a full bathroom, and a lovely prim

$629,000

4 beds3 baths2,246 sq ft

415 Waterbury Hill Rd, Lagrangeville, NY 12540

Large eat-in kitchen • Updated private bath • Granite countertops

Listing by Century 21 Alliance Rlty Group

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Welcome to 51 Dogwood Trail, Lagrangeville, NY—a Warm & Inviting 3/4 Bed, 2.5 Bath Contemporary Raised Ranch nestled on a beautiful 0.66-acre lot. Tucked into a peaceful, scenic neighborhood with perennial gardens, this home seamlessly combines modern architectural flair with exceptional comfort and abundant storage throughout. Step upstairs into a bright, airy main level where hardwood floors flow through an expansive, open-concept layout. Natural light floods the oversized living and dining spaces, framing serene nature views and providing a more than comfortable setting for daily life. At the heart of the home is a sleek gourmet kitchen, meticulously designed with premium qua

$585,000

3 beds2.5 baths2,620 sq ft

51 Dogwood Trl, Lagrangeville, NY 12540

Quartz countertops • Double-tiered deck • Gourmet kitchen

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Better Homes & Gardens Five Star Plan No. 2106 is a vintage mid-1950s design that blends mid-century modern style with transitional English-cottage charm. Built in 1952, this expanded L-shaped ranch sits on 3.09 acres in an old IBM executive neighborhood, with convenient access to major roads, shopping, colleges, hospitals, and businesses. Designed as a three-bedroom home with a den, it features a distinctive layout and abundant natural light. A nine-foot picture window and several floor-to-ceiling windows frame views of the front and rear yards, while the living and dining rooms enjoy exceptional cross-light. French doors open to the porch and expanded patio, leading to a fully fence

$595,000

3 beds2.5 baths1,891 sq ft

15 Merry Hill Rd, Poughkeepsie, NY 12603

Partially fenced • Extended ranch • Inground pool

Listing by RE/MAX Town & Country

ABOUT THIS HOME
Home with View for sale in Pleasant Valley, NY:
Motivated Seller. Tucked away from the main road, you will find the Cherry Hill community. This second floor, one bedroom, one bath condo is a well maintained, comfortable find. Located within a short distance from shopping and just a few miles from Route 44. Central air, an updated kitchen, and a large primary closet are key features of this property. Combined hardwood floors and fairly new rugs (2025) come together effortlessly. Reloadable smart cards make for easy, accessible laundry on the complex grounds. Sit back and relax on your personal balcony. Effective 11-1-26 HOA 442.48/month Currently 410/month

$199,999

1 bed1 bath925 sq ft

616 Cherry Hill Dr, Poughkeepsie, NY 12603

Large primary closet • Personal balcony • Updated kitchen

Listing by Coldwell Banker Village Green

Property at 316-320 Clinton Hollow Rd, Salt Point, NY 12578, 4 beds, 3 baths

$1,785,000

4 beds3 baths3,804 sq ft

316-320 Clinton Hollow Rd, Salt Point, NY 12578

Listing by Upstate Down

Property at 78-90 Spooky Hollow Rd, Clinton Corners, NY 12538, 4 beds, 4.5 baths

$6,850,000

4 beds4.5 baths3,175 sq ft

78-90 Spooky Hollow Rd, Clinton Corners, NY 12538

Listing by Compass Greater NY, LLC

Property at 131 Miller Hill Dr, Lagrangeville, NY 12540, 3 beds, 2.5 baths

$600,000

3 beds2.5 baths2,394 sq ft

131 Miller Hill Dr, Lagrangeville, NY 12540

Listing by Houlihan Lawrence Inc.

Property at 26 Gold Rd, Poughkeepsie, NY 12603, 4 beds, 2.5 baths

$849,000

4 beds2.5 baths2,354 sq ft

26 Gold Rd, Poughkeepsie, NY 12603

Listing by BHHS Hudson Valley Properties

Property at 428 Clinton Hollow Rd, Salt Point, NY 12578, 3 beds, 2.5 baths

$634,000

3 beds2.5 baths2,408 sq ft

428 Clinton Hollow Rd, Salt Point, NY 12578

Listing by Mondello Upstate Properties

Property at 42 Feller Ct, Lagrangeville, NY 12603, 3 beds, 2 baths

$139,900

3 beds2 baths1,300 sq ft

42 Feller Ct, Lagrangeville, NY 12603

Listing by BHHS Hudson Valley Properties

Property at 26 Dartmouth, Poughkeepsie, NY 12603, 4 beds, 2.5 baths

$859,000

4 beds2.5 baths3,049 sq ft

26 Dartmouth, Poughkeepsie, NY 12603

Listing by Christie's Int. Real Estate

Property at 147 Lauer Rd, Poughkeepsie, NY 12603, 1 bed, 1 bath

$495,000

1 bed1 bath1,120 sq ft

147 Lauer Rd, Poughkeepsie, NY 12603

Listing by Corcoran Country Living

Property at 183 Titusville Rd, Poughkeepsie, NY 12603, 3 beds, 3.5 baths

$1,199,000

3 beds3.5 baths4,200 sq ft

183 Titusville Rd, Poughkeepsie, NY 12603

Listing by Neil Charles Real Estate, LLC

Property at 10-12 Woodlea Rd, Salt Point, NY 12578, 7 beds, 4 baths

$900,000

7 beds4 baths3,232 sq ft

10-12 Woodlea Rd, Salt Point, NY 12578

Listing by Exit Realty Connections

Property at 3531 Route 82, Millbrook, NY 12545, 3 beds, 4 baths

$3,500,000

3 beds4 baths3,688 sq ft

3531 Route 82, Millbrook, NY 12545

Listing by Serhant LLC

Property at 334 Browning Rd, Salt Point, NY 12578, 4 beds, 3 baths

$1,695,000

4 beds3 baths2,200 sq ft

334 Browning Rd, Salt Point, NY 12578

Property at Ruskey Ln, Hyde Park, NY 12538

$2,000,000

Land83.74 acres (lot)

Ruskey Ln, Hyde Park, NY 12538

Listing by Compass Greater NY, LLC

Property at 45 Scenic Hills Dr, Poughkeepsie, NY 12603

$150,000

Land1.02 acres (lot)

45 Scenic Hills Dr, Poughkeepsie, NY 12603

Listing by Houlihan Lawrence Inc.

Based on information submitted to the MLS GRID as of Mon Oct 26 2026. 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.

Homes with a View for Sale in Pleasant Valley

There are currently 16 homes with a view homes for sale in Pleasant Valley at a median listing price of $439K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Pleasant Valley stay on the market for 57 days and receive 7 offers. Popular neighborhoods include Timothy Heights. This map is refreshed with the newest listings in Pleasant Valley every 15 minutes.

In the past month, 2 homes have been sold in Pleasant Valley. Find your dream home in Pleasant Valley 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 Pleasant Valley are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Pleasant Valley. Our Pleasant Valley real estate stats and trends will give you more information about home buying and selling trends in Pleasant Valley. If you're looking to sell your home in the Pleasant Valley area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Pleasant Valley with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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