Dutchess County, NY Homes

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  /4

  $1,680,000 Pending

  • Land
  • 96 Acres
  • $17,500 per Acre

  0 Rowe Rd Unit 202514433, Milan, NY 12571

  Build your dream home on this exceptional property—an elevated, private open field surrounded by scenic woods and trails, perfect for exploration. Enjoy rolling lawns, mature trees, open pastures, and a serene pond. With multiple building sites, the land offers endless possibilities for agriculture, recreation, or a private retreat. Currently home to Black Angus pastures and a thriving black

  

  Joseph Briggs

  William Pitt Sotheby's

  (845) 436-3939

  0 Rowe Rd Unit 202514433, Milan, NY 12571
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  /18

  $1,950 per month

  • 3 Beds
  • 1 Bath
  • 1,540 Sq Ft
  • Apartment for Rent

  21 Broadway Unit 2, Tivoli, NY 12583

  Available June 1. Excellent location on upper end of Broadway. Apartment is second floor with private entrance to the rear of restored Colonial on 2 landscaped acres. Lovely yard for recreation/relaxation. Short walk to Village of Tivoli. Apartment has fresh paint, new deck and stairs, new washer/dryer. Kitchen appliances recently replaced. Apartment includes heat, hot water, water, sewer, trash

  Krystal Campbell Krystal K. Campbell

  21 Broadway Unit 2, Tivoli, NY 12583
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  $550,000 Sold May 23, 2025

  188 Lake Walton Rd, Hopewell Junction, NY 12533

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $306/SF
  • 34 Days On Market

  Current Estimated Value $559,034

  Last Listing Agent Jennifer LaDuca BHHS Hudson Valley Properties

  188 Lake Walton Rd, Hopewell Junction, NY 12533
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  Not Listed For Sale

  23 Gables Blvd, Poughkeepsie, NY 12603

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1998

  23 Gables Blvd, Poughkeepsie, NY 12603

  Last Sold Summary

  • $212/SF
  • 25 Days On Market

  • Last Sold Price $265,000
  • Oct 12, 2023

  Last Listing Agent Laurie Webber BHHS Hudson Valley Properties
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  /37

  $515,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  850 N Hillside Rd, Wappingers Falls, NY 12590

  Welcome to this beautifully updated raised ranch set on a spacious .79-acre lot in Wappingers Falls! This move-in-ready home offers 3 bedrooms and 2 full baths, along with a 2-car garage and a fully finished basement providing flexible space for recreation, a home office, or guests. Enjoy peace of mind with a brand-new roof , plus a tastefully updated kitchen and renovated bathrooms designed for

  

  Doug Tricarico

  Houlihan Lawrence Inc.

  (329) 223-6389

  850 N Hillside Rd, Wappingers Falls, NY 12590
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  /8

  $1,600 total monthly price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  51 Cove View Ln Unit A8, Rhinebeck, NY 12572

  Rhinebeck Cove View Apartments is a fabulous apartment set in a scenic wooded setting. The complex is admired for its quiet, family-friendly feel. Located minutes from Route 9 in Rhinebeck off of Primrose Hill Road where ample shopping, restaurants, and activities can be found in the heart of Rhinebeck. The Cove View Apartments are minutes from Route 9, Route 9G, and the Kingston-Rhinecliff

  51 Cove View Ln Unit A8, Rhinebeck, NY 12572
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  $390,000 Sold Aug 11, 2025

  285 South Rd, Stanfordville, NY 12581

  • Land
  • 24.99 Acres
  • $15,606 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 54 Days On Market

  Current Estimated Value $391,380

  Last Listing Agent Michael Tellerday Houlihan Lawrence Inc.

  285 South Rd, Stanfordville, NY 12581
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  Est $179,000 Not Listed For Sale

  23 Guski Rd, Red Hook, NY 12571

  23 Guski Rd, Red Hook, NY 12571

  Last Sold Summary

  • 139% Above List Price
  • 445 Days On Market

  • Last Sold Price $75,000
  • Aug 01, 2023

  Last Listing Agent Daniel Staley Staley Real Estate, LLC
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  /30

  $415,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,637 Sq Ft

  1562 Centre Rd, Rhinebeck, NY 12572

  Welcome to this well-maintained 3-bedroom, 1.5-bath home located in the highly sought-after Rhinebeck School District. This charming property features a spacious two-car detached garage and a private, fenced-in backyard, complete with a beautiful deck thats perfect for relaxing or entertaining. As you enter the home, you’ll be impressed by the inviting family room, highlighted by a freestanding

  

  Michael Dunstan

  RE/MAX Town & Country

  (845) 684-9526

  1562 Centre Rd, Rhinebeck, NY 12572
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  /11

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Apartment for Rent

  1256 North Ave Unit 20, Beacon, NY 12508

  New - New and New!!! Every unit has new kitchen, bathroom, flooring, lights, security, more!!! Boutique Apartments. Cozy. Pride of ownership throughout the building. - Credit / Background check. References. Near everything in Beacon. Scheduled Showings 48 hour notice.

  Bob Donnelly eRealty Advisors, Inc

  1256 North Ave Unit 20, Beacon, NY 12508
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  /53

  $510,000 Sold Oct 03, 2025

  208 Hudson View Terrace, Hyde Park, NY 12538

  • 3 Beds
  • 2.5 Baths
  • 1,923 Sq Ft
  • Built 2022

  Last Sold Summary

  • $265/SF
  • 53 Days On Market

  Current Estimated Value $519,526

  Last Listing Agent Randy Spiesman Weichert, REALTORS The Spiesma

  208 Hudson View Terrace, Hyde Park, NY 12538
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  Not Listed For Sale

  6036 Albany Post Rd, Rhinebeck, NY 12572

  • 3 Beds
  • 2 Baths
  • 2,077 Sq Ft
  • Built 1837

  6036 Albany Post Rd, Rhinebeck, NY 12572

  Last Sold Summary

  • $679/SF
  • 46 Days On Market

  • Last Sold Price $1,410,000
  • May 06, 2024

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.
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  /34

  $600,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  296 Winchell Mountain Rd, Millerton, NY 12546

  This contemporary home with a spacious pole barn sits on 12 scenic acres atop Winchell Mountain, offering stunning views of rolling hills and the nearby Village of Millerton. The property includes open meadows, a peaceful pond, a greenhouse, and a 36x50 open-span pole barn with water and electricity—perfect for hobbies or big home projects. Winding trails meander through wooded areas, ideal for

  

  Brad Rebillard

  DUTCHESS COUNTRY REALTY INC. M

  (518) 299-5312

  296 Winchell Mountain Rd, Millerton, NY 12546
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  /19

  $3,750 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  14 Kalina Dr, Rhinebeck, NY 12572

  Newly renovated home in conveniently located Forest Park neighborhood of Rhinebeck in the Red Hook School District. Vaulted ceilings in living room, three bedrooms and full bath on second floor, spacious fourth bedroom on lower level with access to attached garage, laundry and full bath. Kitchen has all new appliances and granite counters, open to dining and living rooms on both sides of

  14 Kalina Dr, Rhinebeck, NY 12572
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  $429,400 Sold Mar 18, 2026

  32 Greentree Dr N, Hyde Park, NY 12538

  • 3 Beds
  • 2 Baths
  • 1,543 Sq Ft
  • Built 1956

  Last Sold Summary

  • $278/SF
  • 119 Days On Market

  Current Estimated Value $419,598

  Last Listing Agent Ann Scarano Realty Center Hudson Valley

  32 Greentree Dr N, Hyde Park, NY 12538
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  Est $675,365 Not Listed For Sale

  10 Scofield Rd, Beacon, NY 12508

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1973

  10 Scofield Rd, Beacon, NY 12508

  Last Sold Summary

  • 10% Above List Price
  • $380/SF
  • 26 Days On Market

  • Last Sold Price $615,000
  • Jan 03, 2024

  Last Listing Agent Anthony Hardisty Sams Realty
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  /21

  $515,000

  • Land
  • 17.75 Acres
  • $29,014 per Acre

  36 Gem Mountain, Lagrangeville, NY 12540

  Perched on a quiet ridge just off Route 82, this 17-acre parcel in Lagrange offers expansive views, natural privacy, and tons of potential. A mix of lightly wooded areas and cleared sections provide a blank canvas to create your dream estate or explore subdivision possibilities (with town approvals). Access is currently via a shared private road, and direct access to Route 82 may be possible. The

  

  Michael Kahns

  Compass Greater NY, LLC

  (329) 212-1038

  36 Gem Mountain, Lagrangeville, NY 12540
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  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 858 Sq Ft
  • Property for Rent

  193 Decker Rd, Stanfordville, NY 12581

  NEWLY RENOVATED 3 Bedroom, 2 full baths Home with front and back decks. Nature’s Lover’s Delight, Serenity Abound! Nestling on a 12 plus acre lot in a quiet country road, this beautiful home boasts open floor plan, all brand new appliances (washer, dryer, propane stove, refrigerator, dishwasher), Luxury vinyl plank (LVP) flooring, Heat pump for heating and cooling (3 wall units total, all brand

  Arlene Campbell BHHS Hudson Valley Properties

  193 Decker Rd, Stanfordville, NY 12581
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  $625,000 Sold Aug 22, 2025

  6 Limbach Rd, Hopewell Junction, NY 12533

  • 4 Beds
  • 1.5 Baths
  • 1,362 Sq Ft
  • Built 1958

  Last Sold Summary

  • 49% Above List Price
  • $459/SF
  • 30 Days On Market

  Current Estimated Value $576,698

  Last Listing Agent Donna Herbst K. Fortuna Realty, Inc.

  6 Limbach Rd, Hopewell Junction, NY 12533
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  Not Listed For Sale

  214 Winnikee Ave, Poughkeepsie, NY 12601

  • 6 Beds
  • 3,184 Sq Ft
  • Built 1900

  214 Winnikee Ave, Poughkeepsie, NY 12601

  Last Sold Summary

  • $91/SF
  • 8 Days On Market

  • Last Sold Price $290,000
  • Mar 11, 2025

  Last Listing Agent Matthew Cave Hudson Property Services, LLC
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  /34

  $430,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  14 W Dogwood Dr, Poughkeepsie, NY 12601

  In Poughkeepsie, this home presents an exceptional opportunity with 3 bedrooms, 1 full bath, and two bonus rooms on the lower level, all set on a generous 10,454 sq ft lot. The property features a one-car garage, an above-ground pool complemented by a nearby 12×12 screened gazebo, and a fully redone kitchen equipped with stainless steel appliances, including a new refrigerator, new

  

  Peter Quartironi

  RE/MAX Town & Country

  (845) 660-6195

  14 W Dogwood Dr, Poughkeepsie, NY 12601
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  /17

  $1,775 per month

  110 Mill Street

  1 Bed

  110 Mill St, Poughkeepsie, NY 12601

  Walking distance to top rated cafes, bakeries and restaurants, this building is a commuter’s dream! Conveniently positioned in a lively, walkable neighborhood, commuters will enjoy the quick and easy access to the Poughkeepsie Train Station, the Poughkeepsie Waterfront, Route 9, and the Mid-Hudson Bridge.Originally constructed in 1850 the Mill Building is listed on the National Registry

  110 Mill St, Poughkeepsie, NY 12601
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  $380,000 Sold Aug 14, 2025

  21 Patricia Ave, Fishkill, NY 12524

  • 4 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 1950

  Last Sold Summary

  • $214/SF
  • 21 Days On Market

  Current Estimated Value $407,592

  Last Listing Agent Celeste Pasciolla Keller Williams Realty Partner

  21 Patricia Ave, Fishkill, NY 12524
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  Not Listed For Sale

  1548 Route 9 Unit 5 D, Wappingers Falls, NY 12590

  • 2 Beds
  • 1.5 Baths
  • 946 Sq Ft
  • Built 1970

  1548 Route 9 Unit 5 D, Wappingers Falls, NY 12590

  Last Sold Summary

  • $116/SF
  • 120 Days On Market

  • Last Sold Price $109,900
  • Sep 14, 2023

  Last Listing Agent TINA TOWNSEND BHHS Hudson Valley Properties
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  /29

  $439,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,484 Sq Ft

  13 Parkwood Blvd, Poughkeepsie, NY 12603

  Nestled on a desirable tree-lined street, this elegant American Foursquare offers timeless architecture and thoughtful modern updates throughout. The first floor invites you into a warm living room anchored by a Jotul wood stove, flowing into a generous dining area and a beautifully updated kitchen with stainless steel appliances and ample cabinetry. Radiant heated floors in the kitchen, mudroom,

  

  Samantha Vecchiolla

  Compass Greater NY, LLC

  (845) 773-8477

  13 Parkwood Blvd, Poughkeepsie, NY 12603
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  /12

  $2,250 per month

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • House for Rent

  19 Stuart Ave, Wappingers Falls, NY 12590

  Meticulously maintained town house, First floor has Living Room, Kitchen with/pass thru/counter for 2, washer/dryer in the unit; 2nd fl has 2 bdrms & full bth; Hardwood floors throughout; Central heat; Proximity to Metro-North, Route 9, I-84, restaurants and shopping. Garbage, water & lawn maintenance included in rent; Tenant pays heat & electric. Available April 2026.

  James Mitchell Exit Realty Connections

  19 Stuart Ave, Wappingers Falls, NY 12590
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  $1,650,000 Sold Aug 12, 2025

  84-86 Sargent Ave, Beacon, NY 12508

  • 3 Beds
  • 2.5 Baths
  • 3,546 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Above List Price
  • $465/SF
  • 23 Days On Market

  Current Estimated Value $1,581,456

  Last Listing Agent Thalassa Glasson Compass Greater NY, LLC

  84-86 Sargent Ave, Beacon, NY 12508
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  Not Listed For Sale

  4 Boynton Dr, Poughkeepsie, NY 12603

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1997

  4 Boynton Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • $178/SF
  • 108 Days On Market

  • Last Sold Price $259,000
  • Sep 10, 2024

  Last Listing Agent Laurie Webber BHHS Hudson Valley Properties
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  $399,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  1400 Route 44, Pleasant Valley, NY 12569

  Welcome to your peaceful Hudson Valley retreat at 1400 Route 44 in Pleasant Valley, NY! This inviting 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and charm—ideal for first-time buyers, or anyone escaping the city for more space and serenity with it's direct access to the Wappinger Creek. Step inside to discover a bright and spacious single level layout. The open

  

  Milton Hyatt

  KFortuna All Aspects Realty

  (845) 203-8894

  1400 Route 44, Pleasant Valley, NY 12569
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  $2,039 - $2,444 per month

  Village Park Apartments

  1 - 2 Beds

  5 Park Dr, Pleasant Valley, NY 12569

  Enjoy all the pleasures of country living by renting at Village Park Apartments. We are located in the heart of the beautiful, historic land of Pleasant Valley, NY, only minutes away from all the conveniences of village life. With our scenic atmosphere and quick access to New York City or the beautiful Queen City of the Hudson River Poughkeepsie, you have the best of both worlds here at Village

  5 Park Dr, Pleasant Valley, NY 12569
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  $598,000 Sold Aug 08, 2025

  20 Shale Dr, Wappingers Falls, NY 12590

  • 3 Beds
  • 2 Baths
  • 2,124 Sq Ft
  • Built 1982

  Last Sold Summary

  • $282/SF
  • 10 Days On Market

  Current Estimated Value $604,465

  Last Listing Agent Mark Snyder eXp Realty

  20 Shale Dr, Wappingers Falls, NY 12590
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  Est $676,737 Not Listed For Sale

  1046 New York 343, Dover Plains, NY 12522

  • 3 Beds
  • 2.5 Baths
  • 3,060 Sq Ft
  • Built 1950

  1046 New York 343, Dover Plains, NY 12522

  Last Sold Summary

  • 1% Above List Price
  • $219/SF
  • 109 Days On Market

  • Last Sold Price $670,000
  • Nov 22, 2023

  Last Listing Agent Arlene Campbell BHHS Hudson Valley Properties
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  /22

  $420,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  166 Hibernia Rd, Salt Point, NY 12578

  PRICE REDUCED! Best Dressed, Re Dressed Home For Success; One Floor, Fully Available Four Bedroom, Two Bath Ranch. This Is A Shining Penny. Seek And You Will Find Some Versatility From The Surrounding Quiet Atmosphere. You Got The Village Vibe? Stop! Look! This Is It. Experience Good Eating From The Agricultural Environment. Vibrant Community Has Easy Access To Festivals, Outdoor Activities,

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 581-3073

  166 Hibernia Rd, Salt Point, NY 12578
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  /15

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  1258 North Ave Unit 2, Beacon, NY 12508

  Don’t miss this great opportunity to rent a well-maintained 2-bedroom apartment in a private home at 1258 North Ave in Beacon. This bright and comfortable unit offers a spacious layout, an updated kitchen, off-street parking, and the added value of utilities included, all within a private residential setting. Ideally located just minutes from the Beacon Metro-North Station, with easy access to

  Ivan Carvalho Exit Realty Connections

  1258 North Ave Unit 2, Beacon, NY 12508
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  $540,000 Sold Feb 10, 2026

  2578 South Ave Unit South, Wappingers Falls, NY 12590

  • 6 Beds
  • 3 Baths
  • 2,994 Sq Ft
  • Built 1910

  Last Sold Summary

  • $180/SF
  • 42 Days On Market

  Current Estimated Value $542,390

  Last Listing Agent Isabel Alves RE/MAX Town & Country

  2578 South Ave Unit South, Wappingers Falls, NY 12590
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  Est $523,909 Not Listed For Sale

  30 Paddock Knoll, Lagrangeville, NY 12540

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1951

  30 Paddock Knoll, Lagrangeville, NY 12540

  Last Sold Summary

  • 10% Above List Price
  • $237/SF
  • 63 Days On Market

  • Last Sold Price $474,500
  • Jun 16, 2023

  Last Listing Agent Justin LaFalce KW MidHudson
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  /24

  $590,000

  • Land
  • 63.9 Acres
  • $9,233 per Acre

  489 Grape Hollow Rd, East Fishkill, NY 12531

  Calling out for BUILDERS, HUNTERS, MULTI FAMILY HOMES OR LUXURY home owner desiring total privacy!! 63.9 acres of woodland in the Hudson Valley, undeveloped parcel. Prior approval ( needs to be updated by the buyer and engineer ) by the town for a 4 parcel to a 10 plot subdivision and has 3 wells drilled on parcels already, build less homes as desired with larger land parcels. OR Build a dream

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 683-5349

  489 Grape Hollow Rd, East Fishkill, NY 12531
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  /20

  $909 - $1,090 per month

  Heritage Pointe - 55+ Senior Community

  1 - 2 Beds

  6 Anderson School Rd, Staatsburg, NY 12580

  Heritage Pointe is a 55+ independent living community located in Staatsburg, New York. Hyde Park’s premier senior rental community, beautifully situated near the Hudson River in one of New York’s most historic regions,. Heritage Pointe combines the beauty of its natural landscaping with the convenience of access to nearby shopping, historic sites in Hyde Park, Poughkeepsie’s theaters and other

  6 Anderson School Rd, Staatsburg, NY 12580
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  $545,275 Sold Jan 22, 2026

  5140 Teaberry Ln Unit 19, Fishkill, NY 12524

  • 2 Beds
  • 2.5 Baths
  • 1,902 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $287/SF
  • 21 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  5140 Teaberry Ln Unit 19, Fishkill, NY 12524
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  /2

  Not Listed For Sale

  544 Main St Unit 2, Beacon, NY 12508

  • 1 Bed
  • 1 Bath
  • 781 Sq Ft
  • Built 2006

  544 Main St Unit 2, Beacon, NY 12508

  Last Sold Summary

  Last Listing Agent Charlotte Guernsey Compass Greater NY, LLC

Showing Results 361 - 400, Page 10 of 18