Dutchess County NY Homes for Sale with Pool

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  $659,000

  • 2 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  5139 Teaberry Ln Unit 13, Fishkill, NY 12524

  EXCEPTIONAL MOUNTAIN VIEWS | FINISHED WALKOUT BASEMENT | MOVE-IN READY JANUARY 2026Experience the elevated lifestyle of Toll Brothers, America’s Luxury Home Builder®, at The Townhomes at Van Wyck Mews—our newest community in the heart of scenic Fishkill. This exclusive enclave offers refined, low-maintenance living with upscale on-site amenities, all nestled in a private suburban

  Thomas Jacovino Toll Brothers Real Estate Inc.

  5139 Teaberry Ln Unit 13, Fishkill, NY 12524
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  $552,000

  • 2 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  5144 Teaberry Ln Unit 17, Fishkill, NY 12524

  Complete with top-tier design features in a desirable location, this is the home you've always dreamt of. The enormous kitchen boasts stainless steel appliances, granite countertops, and ample cabinet space. Secluded on the third floor is the expansive primary bedroom, complete with a walk-in closet and a resort-style bathroom suite. The patio offers prime views of the home's/community's

  Thomas Jacovino Toll Brothers Real Estate Inc.

  5144 Teaberry Ln Unit 17, Fishkill, NY 12524
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  $1,475,000

  • 3 Beds
  • 3.5 Baths
  • 3,273 Sq Ft

  74 Hilltop Rd, Rhinebeck, NY 12572

  Welcome to 1000 Oaks, a quintessential Rhinebeck country home! This property, nestled on 6.8 acres of land, consists of a 3200+ sq. ft. main house, an 800 sq. ft. recording studio, and a heated gunite pool. It also offers a lovely seasonal mountain view. Step into the evolution of 1000 Oaks. From its humble beginnings as a little hunting cabin in the woods, it was transformed into a cozy home of

  Feng Liu-Winham Coldwell Banker Village GreenK

  74 Hilltop Rd, Rhinebeck, NY 12572
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  $2,900,000

  • 7 Beds
  • 6.5 Baths
  • 5,486 Sq Ft

  20 Orchard Hill Dr, Millbrook, NY 12545

  Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from MillbrookExperience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and

  Kathryn Johnson William Pitt Sothebys Int Rlty

  20 Orchard Hill Dr, Millbrook, NY 12545
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  $11,250,000

  • 5 Beds
  • 7.5 Baths
  • 14,800 Sq Ft

  46 Ledgerock Ln, Hyde Park, NY 12538

  Ledgerock, the riverfront masterpiece by modern architect Lee Ledbetter is back on the market after undergoing significant infrastructure improvements. This one-of-a-kind estate offers the finest Hudson River and Catskill Mountain views on the market today and is set on 5 private acres. Constructed from the finest materials available, this gorgeous fossilized French limestone & glass compound

  Jason Karadus Corcoran Country Living

  46 Ledgerock Ln, Hyde Park, NY 12538
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  $899,999

  • 4 Beds
  • 3.5 Baths
  • 3,591 Sq Ft

  87 Somerset Rd, Hopewell Junction, NY 12533

  Located in Somerset Crossing community this colonial home offers spacious luxury in a serene setting. Built in 2005, and spanning 3,591 square feet and is set on a 2.57-acre lot. It features: 4 bedrooms 3.5 bathrooms 3 car attached garage, central air, Home office, Bar in finished basement and backyard has in ground pool.

  andre winters OXFORD PROPERTY GROUP LLC

  87 Somerset Rd, Hopewell Junction, NY 12533
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  $1,550,000

  • 4 Beds
  • 3.5 Baths
  • 4,605 Sq Ft

  239 Hynes Rd, Poughquag, NY 12570

  Your own private Yellowstone with a Scandinavian Chalet! Built in 1976 by Frederick Fusie, former CEO of Avon Cosmetics, this secluded 23.4-acre compound is set 7,000 ft from the road with automatic gates for ultimate privacy. Located in the Beekman aquifer, the property’s fall foliage evokes Steinbeck landscapes. The 4,605-sf main house on 14.09 acres features 4 bedrooms, 3 baths, a stone

  Ryan LaLuna McGrath Realty Inc

  239 Hynes Rd, Poughquag, NY 12570
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  $1,795,000

  • 3 Beds
  • 2 Baths
  • 2,168 Sq Ft

  21 Curry Ln, Hyde Park, NY 12538

  Poetic sunsets and Hudson River views await at this historic Hyde Park Property. Set atop a hill, this refined and elegant Victorian boasts year-round river views on park-like land. A circular driveway leads to the private and enchanted setting on over 4 acres. Meticulously maintained and retaining its historic pedigree, the original slate roof, marble fireplaces, plaster crown moldings and

  E. ELIZABETH PETERS Corcoran Country Living

  21 Curry Ln, Hyde Park, NY 12538
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  $6,750,000

  • 6 Beds
  • 9 Baths
  • 8,177 Sq Ft

  465 Shunpike, Millbrook, NY 12545

  Be transcended into refined elegance. This stately home is an entertainer's dream. Set at the end of a picturesque, tree-lined drive on 40 serene acres, it offers a harmonious blend of historic elegance and contemporary living. The main house, which dates back to the late 1800s, has been thoughtfully updated and retains much of its period detail and charm with an updated twist. The four barns

  Kyle Irwin Corcoran Country Living

  465 Shunpike, Millbrook, NY 12545
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  $4,250,000

  • 6 Beds
  • 4.5 Baths
  • 4,208 Sq Ft

  570 Pumpkin Ln, Clinton Corners, NY 12514

  Sited on one of the most beautiful parcels in the Hudson Valley, this idyllic estate on a quiet country lane offers endless possibilities with the features of a mini-resort. Set on a knoll overlooking a gorgeous, spring-fed pond complete with gazebo, swing and swim-up dock, this historic country retreat includes the circa 1860 main house, a separate guest apartment with views of an additional

  Kyle Irwin Corcoran Country Living

  570 Pumpkin Ln, Clinton Corners, NY 12514
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  $4,675,000

  • 4 Beds
  • 4.5 Baths
  • 4,024 Sq Ft

  114 Brush Hill Rd, Millbrook, NY 12545

  Brush Hill Contemporary is a to-be-built masterpiece in the Hudson Valley with an inviting and expansive floor plan designed to allow freedom to roam with absolute comfort and luxury. Huge southerly views of the Clove Valley, and beyond, through floor to ceiling windows in the public spaces allow for maximum light and an indoor/outdoor flow that enhances every season. The home will consist of

  Byron Anderson Compass Greater NY, LLC

  114 Brush Hill Rd, Millbrook, NY 12545
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  $8,000,000

  • 6 Beds
  • 8 Baths
  • 8,933 Sq Ft

  Unlisted Address

  Perched on the crest of a plateau overlooking panoramic, protected views, West Wind Hill, a bespoke country estate on 389± acres, straddles Kent, CT and Amenia, NY. Experience this truly magnificent classic stone and shingle manor house sited perfectly to experience lush sunsets and fairytale mists with the upmost in privacy. Only eight minutes from the center of Kent and less than two

  Joseph Lorino Brown Harris Stevens HV LLC

  Unlisted Address
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  $2,495,000

  • 3 Beds
  • 4 Baths
  • 3,300 Sq Ft

  159 Sawmill Rd, Red Hook, NY 12571

  Set across 82 beautiful acres of rolling meadows, woodlands, and orchard, this remarkable Red Hook property offers long views to the Catskill Mountains and a setting of remarkable quiet, open space, and mountain views. A small lake and two spring-fed ponds create a peaceful, ever-changing backdrop—water features that are rarely available for purchase in the Hudson Valley. Their presence enhances

  HARRY HILL Houlihan Lawrence, Inc.

  159 Sawmill Rd, Red Hook, NY 12571
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  $14,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,942 Sq Ft

  15 Kirby Hill Rd, Pawling, NY 12564

  Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, Grand Prix polo field, over 100 acres of fenced property, and 150 acres of riding trails

  Brian McGrath McGrath Realty Inc

  15 Kirby Hill Rd, Pawling, NY 12564
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  $6,995,000

  • 7 Beds
  • 5 Baths
  • 6,019 Sq Ft

  20 Smithfield Way, Amenia, NY 12501

  Set on 118 Bucolic acres in the heart of the Hudson Valley, Smithfield Farm is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four woodburning fireplaces, central air

  OLIVER BROWN Houlihan Lawrence Inc.

  20 Smithfield Way, Amenia, NY 12501
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  $10,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,170 Sq Ft

  292 Wood Duck Rd, Amenia, NY 12501

  In a coveted position on the lake, 292 Wood Duck Road presents an extraordinary opportunity to own a turnkey property just two hours from Manhattan. The pristine estate spans approximately 5,000+ square feet of interior space, complimented by more than 1,800+ square feet of outdoor terrace and covered porch.The home includes five beautifully appointed ensuite bedrooms and two half baths.

  Jonathan Stein Douglas Elliman Real Estate

  292 Wood Duck Rd, Amenia, NY 12501
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  $2,995,000

  • 6 Beds
  • 6 Baths
  • 6,118 Sq Ft

  644 Tower Hill Rd, Millbrook, NY 12545

  Experience the charm of country living in Millbrook with this 110-acre estate. As you wind your way along the quaint country road and up the circular driveway, you're greeted by manicured lawns, lush pastures, and majestic oak trees, setting the stage for the grandeur that awaits. The main residence, a masterpiece of architectural design, boasts over 6,000 sqft of traditional elegance blended

  OLIVER BROWN Houlihan Lawrence Inc.

  644 Tower Hill Rd, Millbrook, NY 12545
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  $849,000

  • 5 Beds
  • 4.5 Baths
  • 3,820 Sq Ft

  67 Myers Corners Rd, Wappingers Falls, NY 12590

  Welcome To 67 Myers Corners Rd...This Unique Meticulously Cared For One Of A Kind Colonial Home Sprawled Out In A Country Setting Awaits You To Call Home. Nestled On More Than 2 Acres Is Guaranteed To Provide Peace & Tranquility. Step Inside To A Boasting 3800sqft Of Living Space That Has Plenty Of Charm And Character. Tastefully Updated Throughout With Hardwood Floors, Granite/Marble

  Owais Khan OXM Realty Group LLC

  67 Myers Corners Rd, Wappingers Falls, NY 12590
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  $610,000

  • 5 Beds
  • 2 Baths
  • 2,304 Sq Ft

  22 Hunns Lake Rd, Stanfordville, NY 12581

  Charming country farm house, circa 1772, in the heart of Stanfordville Ny. Spacious 5 bedroom, 2 bath with bonus room for your office/studio. Picturesque views. Close to Wineries, dining, antiques and Polo. Close to Taconic State Parkway and trains. Additional Information: Amenities:Pedestal Sink,Stall Shower,HeatingFuel:Oil Above Ground,

  Christina Coughlin Hudson Valley Home Connection

  22 Hunns Lake Rd, Stanfordville, NY 12581
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  $1,495,000

  • 6 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  57 Cedar Berry Ln, Dover Plains, NY 12522

  Just 90 miles north of NYC, this stunning Hudson Valley property offers the ultimate live, work, play lifestyle. Nestled on 4.08 private acres, this custom-built log home captures the vibrant essence of the area, known for its booming art and music scene, farm-to-table eateries, outdoor adventures, and local wineries. Generating over $80,000 in VRBO rental income in 2022, this turnkey estate is

  Lindsay Stevens eXp Realty

  57 Cedar Berry Ln, Dover Plains, NY 12522
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  $5,500,000

  • 17 Beds
  • 13 Baths
  • 15,000 Sq Ft

  618 Quaker Hill Rd, Pawling, NY 12564

  25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom’s quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom (7 of which are in the nursery wing and the caretakers' wing) 9-bath (plus 4

  Harriet Norris Douglas Elliman Real Estate

  618 Quaker Hill Rd, Pawling, NY 12564
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  $235,000

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  15 White Gate Rd Unit H, Wappingers Falls, NY 12590

  Totally renovated luxury condominium awaits you in this much sought after condominium development! White Gate features perfectly manicured lawn and meandering sidewalks. A gorgeous pool, basketball, tennis set on rolling property! A gorgeous spacious and open floor plan replete with vinyl planking flooring. White Cabinetry with granite counters and stainless steel appliance with gorgeous

  Teresa McManus Coldwell Banker Realty

  15 White Gate Rd Unit H, Wappingers Falls, NY 12590
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  $2,495,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  474 Route 199, Red Hook, NY 12571

  Welcome to NOOK architecturally designed.Perched gracefully atop a natural saddle in the land, this architecturally crafted residence embodies refined contemporary living in perfect harmony with its surrounding landscape. Designed with both beauty and purpose, the home integrates modern aesthetics with eco-conscious principles, creating a sanctuary that is as enduring as it is

  Pamela King-Belfor Four Seasons Sotheby's Int.

  474 Route 199, Red Hook, NY 12571
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  $399,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 4 Baths
  • 1,609 Sq Ft

  75 Muirfield Ct, Poughkeepsie, NY 12603

  Great opportunity to own one of the sought-after Stonebridge townhomes with prime “pond front” location. This bright 3 level townhome features 2 bedrooms, 2.2 baths, rare screened in porch, walkout basement, and picturesque pond views. Main floor provides spacious light-filled living room and dining room each with sliding glass doors to the large screened porch overlooking sprawling backyard with

  Kimberly Wickes R. Ferris Real Estate, LLC

  75 Muirfield Ct, Poughkeepsie, NY 12603
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  $815,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 3,801 Sq Ft

  243 Smithtown Rd, Fishkill, NY 12524

  Nestled at the top of a tree-lined driveway, this stunning three level contemporary chalet is a true private oasis, blending architectural elegance with natural serenity. Flooded with natural light, the home features soaring cathedral ceilings, expansive windows, and an open layout that seamlessly connects indoor and outdoor living.The primary suite offers the ultimate in comfort and

  KRISTIN NATOLI Greenan Properties RE Agency

  243 Smithtown Rd, Fishkill, NY 12524
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  $274,900

  • 3 Beds
  • 2.5 Baths
  • 1,312 Sq Ft

  10 Squires Gate Unit D, Poughkeepsie, NY 12603

  Welcome home to this spacious 3-bedroom, 2.5-bath townhouse located in one of Poughkeepsie’s most desirable communities. Offering the perfect blend of comfort, convenience, and style, this residence is ideal for modern living. Step inside to discover an open-concept main floor featuring a bright living room with large windows a spacious dining area, and a kitchen equipped with stainless steel

  Joanne Finochio Howard Hanna Rand Realty

  10 Squires Gate Unit D, Poughkeepsie, NY 12603
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  $280,000

  • 4 Beds
  • 3.5 Baths
  • 3,178 Sq Ft

  16 Bethlehem Place, Poughkeepsie, NY 12603

  Four bedroom, 3.5 Bathroom home in Hyde Park School District in the Town of Poughkeepsie on 0.58 acres! Wooded back yard. Configured with an accessory apartment building department says property is only a legal single family. Great opportunity to get in to the market and build sweat equity. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer

  Brian Smith River Realty Services, Inc.

  16 Bethlehem Place, Poughkeepsie, NY 12603
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  $169,500

  • 2 Beds
  • 1 Bath
  • 697 Sq Ft

  8 Gary Dr, Hyde Park, NY 12538

  Looking for 1 level living? This 2 Bedroom, 1 Bathroom Ranch in Town of Hyde Park might be for you! Hard wood flooring through out, Large open kitchen, living room with brick fireplace. Fenced in yard & rear porch Close to Culinary Institute, Marist College, FDR Estate, Dutchess Community College & Vanderbilt Mansion, shopping, schools and amenities.

  Ernie Acampora River Realty Services, Inc.

  8 Gary Dr, Hyde Park, NY 12538
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  $124,900

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  160 Academy St Unit 1F, Poughkeepsie, NY 12601

  Spacious and roomy first floor one bedroom apartment in prestigious Executive Towers. Doorman, pool and laundry in building. HOA fee includes heat, hot water, water/sewer, taxes, garbage, pool, and common area maintenance. Secure, reserved parking in a gated lot. Parquet flooring under carpeting. Minutes to train station, bus stop, shopping, hospitals and Poughkeepsie waterfront. Enjoy

  Brian Smith River Realty Services, Inc.

  160 Academy St Unit 1F, Poughkeepsie, NY 12601
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  $184,900

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  29 Purse Ln, Hopewell Junction, NY 12533

  Two bedroom, one bathroom ranch in T/East Fishkill! Private, fenced back yard which backs up to the woods with in-ground pool is the perfect place to relax. Dead end street but still close to everything. Minutes to Hopewell Junction shops. Wappingers School District. There is a second parcel that is vacant land that is included in the sale, .54 acres. The tax includes both parcels. Owner occupant

  Lee Raphael River Realty Services, Inc.

  29 Purse Ln, Hopewell Junction, NY 12533

Showing Results 161 - 190, Page 5 of 5