Waterfront homes for sale & real estate in Dutchess County, NY

92 homes

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ABOUT THIS HOME
Waterfront Home for sale in Dutchess County, NY:
Begin the New Year in a charming home featuring 3 spacious bedrooms, 2 full baths nestled on a picturesque 1.19 acre wooded lot. Property is a short walk from Whaley Lake, which is adjacent to Empire State Trail and the MTA-owned Maybrook Rail Trail. Located at the end of a cul-de-sac with stunning seasonal lake views, this home offers a serene retreat. There is a Marina on the lake and you can purchase lake rights. Roof was replaced in 2017 with a 25yr transferable warranty, a heat pump was installed in 2022, and a new water heater added in 2024. Radon System installed only as a precaution. Town Water via community well/ Septic System. Home has a Hook up for Generator. Pawling S

$520,000

3 beds2 baths1,631 sq ft

145 Mountain View Dr, Holmes, NY 12531

Marina on the lake • Wooded lot • Seasonal lake views

Listing by Regency Real Estate

ABOUT THIS HOME
Waterfront Home for sale in Dutchess County, NY:
Welcome to Woodland Waters. Offered for the first time, this private estate is a secluded sanctuary where luxury and nature exist in perfect harmony. Over the course of five decades, the same family has shaped and nurtured the property with remarkable care and attention, creating a setting that embodies both artistry and authenticity. With its vast landholdings, exceptional lifestyle offerings, it is a once-in-a-lifetime opportunity. Nestled in the heart of nature, this extraordinary private estate spans nearly 1,338 acres, offering unparalleled seclusion, natural beauty, and world-class amenities. Designed as a one-of-a-kind family sanctuary, the retreat spans 23 tax lots and showcases bre

$39,000,000

9 beds12 baths55,000 sq ft

104 North Garden Dr, Pawling, NY 12564

Vast landholdings • Secluded sanctuary • Private estate

Listing by Julia B Fee Sothebys Int. Rlty

ABOUT THIS HOME
Waterfront Home for sale in Dutchess County, NY:
Fixer upper 1st row from the lake with private lake rights to Sylvan Lake! This seasonal home, managed from April-November, is perfect for those looking for a weekend getaway or for 'Snowbirds' looking for a place to call home in NY. You will not be disappointed with this home. Though this home is in need of updating the proximity to the lake and the unobstructed hilltop views make this home a must see. Enjoy your private beach on Sylvan Lake, take a swim, enjoy some beautiful sunsets, barbecue at one of the beachfront barbecue pits or just sit and Dip the hook for some great freshwater fishing, kayaking and or manual/electric boat!

$37,500

0 beds1 bath500 sq ft

266 Sylvan Lake Rd Unit A-13, Hopewell Junction, NY 12533

Private lake rights • Private beach • Freshwater fishing

Listing by Houlihan Lawrence Inc.

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Dutchess County, NY:
Vacation at home in this charming ranch-style residence nestled in the warm and welcoming Sylvan Lake Estates private community—just under 2 miles from the Taconic State Parkway and close to shopping and dining. This inviting home features hardwood floors throughout the main level, newer windows, a brand-new microwave and oven, a generator hookup, and a new pressure tank for added peace of mind. Unwind on the freshly stained covered deck or host gatherings on the spacious patio. Enjoy private beach access to a fully stocked 112-acre lake just minutes down the road, perfect for swimming, fishing, and boating (dock space available; no gas motors). Explore nearby hiking trails and immers

$400,000

3 beds2 baths1,508 sq ft

3 Easy St, Hopewell Junction, NY 12533

Covered deck • Newer windows • New pressure tank

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Waterfront Home for sale in Dutchess County, NY:
Industrial Brooklyn meets the Hudson Valley. Once the vital water source for the Town of Hyde Park, the Waterhouse at Crum Elbow drew its supply from the pristine and historic Crum Elbow Creek from 1940 to 1994. The creek ultimately meets its tributary along the grounds of the Vanderbilt Estate before joining the Hudson River. When demand eventually outgrew what the plant and supplemental wells could supply, the town transitioned to a new facility - leaving this remarkable building ready to be reimagined. The Phase I Environmental, completed in 1998 (four years after decommissioning, ) is available with green light results. The approach is striking: a driveway flanked by dramatic natural r

$249,000

0 beds— baths2,956 sq ft

37 E Market St, Hyde Park, NY 12538

On-site waterfall • Towering windows • Elevated embankment

Listing by Coldwell Banker Realty

Property at 104 S Quaker Ln, Hyde Park, NY 12538, 3 beds, 2 baths

$750,000

3 beds2 baths1,548 sq ft

104 S Quaker Ln, Hyde Park, NY 12538

Listing by Schunk Realty Group

Property at 912-918 Hollow Rd, Salt Point, NY 12578, 5 beds, 5 baths

$1,200,000

5 beds5 baths4,851 sq ft

912-918 Hollow Rd, Salt Point, NY 12578

Listing by Century 21 Alliance Realty Grp

Property at 1370 Route 55, Lagrangeville, NY 12540, 2 beds, 2 baths

$449,000

2 beds2 baths3,072 sq ft

1370 Route 55, Lagrangeville, NY 12540

Listing by BHHS Hudson Valley Properties

Property at 1628 E Noxon Rd, Lagrangeville, NY 12540, 3 beds, 3 baths

$599,000

3 beds3 baths2,200 sq ft

1628 E Noxon Rd, Lagrangeville, NY 12540

Listing by BHHS Hudson Valley Properties

Property at 375 Salisbury Tpke, Rhinebeck, NY 12572, 3 beds, 1 bath

$250,000

3 beds1 bath1,536 sq ft

375 Salisbury Tpke, Rhinebeck, NY 12572

Listing by eXp Realty

Property at 1098 292 Rte, Holmes, NY 12531, 3 beds, 3 baths

$675,000

3 beds3 baths1,680 sq ft

1098 292 Rte, Holmes, NY 12531

Listing by BHHS Hudson Valley Properties

Property at 151 Lake Ln, Millerton, NY 12546, 2 beds, 1 bath

$220,000

2 beds1 bath768 sq ft

151 Lake Ln, Millerton, NY 12546

Listing by DUTCHESS COUNTRY REALTY INC. M

Property at 65 Greenwood Dr, Beacon, NY 12508, 2 beds, 1 bath

$479,500

2 beds1 bath1,397 sq ft

65 Greenwood Dr, Beacon, NY 12508

Listing by Century 21 Alliance Rlty Group

Property at 97 Valley Farm Rd, Millbrook, NY 12545, 3 beds, 5 baths

$3,750,000

3 beds5 baths4,134 sq ft

97 Valley Farm Rd, Millbrook, NY 12545

Listing by George T Whalen Real Estate

Property at 12 Monell Pl, Beacon, NY 12508, 5 beds, 3.5 baths

$2,399,000

5 beds3.5 baths5,016 sq ft

12 Monell Pl, Beacon, NY 12508

Listing by eXp Realty

Property at 105 Sand Hill Rd, Dover Plains, NY 12522, 1 bed, 1 bath

$499,000

1 bed1 bath805 sq ft

105 Sand Hill Rd, Dover Plains, NY 12522

Listing by Hudson Modern Co

Property at 28 Hudson Heights Dr #28, Poughkeepsie, NY 12601, 3 beds, 1.5 baths

$360,000

3 beds1.5 baths1,200 sq ft

28 Hudson Heights Dr #28, Poughkeepsie, NY 12601

Listing by Keller Williams Hudson Valley

Property at 14 Pond Dr E, Rhinebeck, NY 12572, 2 beds, 2.5 baths

$530,000

2 beds2.5 baths1,472 sq ft

14 Pond Dr E, Rhinebeck, NY 12572

Listing by Rouse + Co Real Estate LLC

Property at 40 Morton Rd, Rhinebeck, NY 12572, 8 beds, 5 baths

$11,200,000

8 beds5 baths8,280 sq ft

40 Morton Rd, Rhinebeck, NY 12572

Listing by Houlihan Lawrence Inc.

Property at 60 Hibiscus Cir #60, Hopewell Junction, NY 12533, 1 bed, 1 bath

$37,000

1 bed1 bath462 sq ft

60 Hibiscus Cir #60, Hopewell Junction, NY 12533

Listing by RE/MAX Town & Country

Property at 12 Russell Rd, Wappingers Falls, NY 12590, 3 beds, 1 bath

$499,900

3 beds1 bath1,366 sq ft

12 Russell Rd, Wappingers Falls, NY 12590

Listing by Coldwell Banker Realty

Property at 227 E Hook Rd, East Fishkill, NY 12533, 4 beds, 3.5 baths

$2,420,000

4 beds3.5 baths3,165 sq ft

227 E Hook Rd, East Fishkill, NY 12533

Listing by Compass Greater NY, LLC

Property at 106 Skidmore Rd, Lagrangeville, NY 12540, 4 beds, 2 baths

$399,000

4 beds2 baths1,908 sq ft

106 Skidmore Rd, Lagrangeville, NY 12540

Listing by Houlihan Lawrence Inc.

Property at 660 Wheeler Hill Rd, Wappingers Falls, NY 12590, 2 beds, 2 baths

$2,200,000

2 beds2 baths2,290 sq ft

660 Wheeler Hill Rd, Wappingers Falls, NY 12590

Listing by BHHS Hudson Valley Properties

Property at 89 Deer Pond Rd, Verbank, NY 12585, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths2,600 sq ft

89 Deer Pond Rd, Verbank, NY 12585

Listing by BHHS Hudson Valley Properties

Property at 88 Velie Rd, Lagrangeville, NY 12540, 3 beds, 1 bath

$280,000

3 beds1 bath1,520 sq ft

88 Velie Rd, Lagrangeville, NY 12540

Listing by Century 21 Alliance Realty Grp

Property at 3534 Route 82, Millbrook, NY 12545, 4 beds, 6.5 baths

$900,000

4 beds6.5 baths5,050 sq ft

3534 Route 82, Millbrook, NY 12545

Listing by Keller Williams Hudson Valley

Property at 26 Curry Ln, Hyde Park, NY 12538, 4 beds, 4.5 baths

$1,450,000

4 beds4.5 baths3,325 sq ft

26 Curry Ln, Hyde Park, NY 12538

Listing by Corcoran Country Living

Property at 215 Little Pond Rd, Pawling, NY 12564, 5 beds

$399,000

5 beds— baths1,062 sq ft

215 Little Pond Rd, Pawling, NY 12564

Listing by Douglas Elliman Real Estate

Property at 145 Drake Rd, Pleasant Valley, NY 12569, 2 beds, 1.5 baths

$650,000

2 beds1.5 baths1,368 sq ft

145 Drake Rd, Pleasant Valley, NY 12569

Listing by George T Whalen Real Estate

Property at 28 Clinton Corners Rd, Salt Point, NY 12578, 3 beds, 2 baths

$680,000

3 beds2 baths2,315 sq ft

28 Clinton Corners Rd, Salt Point, NY 12578

Listing by George T Whalen Real Estate

Property at 70 Lakeview Dr, Holmes, NY 12531, 2 beds, 2 baths

$849,000

2 beds2 baths1,600 sq ft

70 Lakeview Dr, Holmes, NY 12531

Listing by BHHS Hudson Valley Properties

Property at 80 Hunter Ln, Wassaic, NY 12592, 2 beds, 1 bath

$760,000

2 beds1 bath1,386 sq ft

80 Hunter Ln, Wassaic, NY 12592

Listing by Howard Hanna Rand Realty

Property at 54 Bennett Cmn, Millbrook, NY 12545, 2 beds, 2 baths

$375,000

2 beds2 baths1,300 sq ft

54 Bennett Cmn, Millbrook, NY 12545

Listing by Theresa A. Maggiacomo

Property at 43 Meeting House Rd, Pawling, NY 12564, 5 beds, 4.5 baths

$1,995,000

5 beds4.5 baths5,390 sq ft

43 Meeting House Rd, Pawling, NY 12564

Listing by Christie's Int. Real Estate

Property at 191 White Schoolhouse Rd, Rhinebeck, NY 12572, 3 beds, 2.5 baths

$1,495,000

3 beds2.5 baths1,871 sq ft

191 White Schoolhouse Rd, Rhinebeck, NY 12572

Listing by Staley Real Estate, LLC

Property at 46 Ledgerock Ln, Hyde Park, NY 12538, 5 beds, 7.5 baths

$11,250,000

5 beds7.5 baths14,800 sq ft

46 Ledgerock Ln, Hyde Park, NY 12538

Listing by Corcoran Country Living

Property at 56 Northrup Rd, Dover Plains, NY 12522, 4 beds, 4.5 baths

$2,475,000

4 beds4.5 baths2,412 sq ft

56 Northrup Rd, Dover Plains, NY 12522

Listing by Compass Greater NY, LLC

Property at 3 River Rd, Hyde Park, NY 12538, 2 beds, 1 bath

$300,000

2 beds1 bath800 sq ft

3 River Rd, Hyde Park, NY 12538

Listing by Houlihan Lawrence Inc.

Property at 425 Camby Rd, Verbank, NY 12585, 4 beds, 3 baths

$1,895,000

4 beds3 baths3,488 sq ft

425 Camby Rd, Verbank, NY 12585

Listing by Compass Greater NY, LLC

Property at 31 Blueberry Ln, Stormville, NY 12582, 3 beds, 3 baths

$1,495,000

3 beds3 baths1,723 sq ft

31 Blueberry Ln, Stormville, NY 12582

Listing by Serhant LLC

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Based on information submitted to the MLS GRID as of Fri Dec 26 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.

Waterfront Homes for Sale in Dutchess County

There are currently 92 waterfront homes for sale in Dutchess County at a median listing price of $540K. 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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