124

Fairview Dutchess, NY Houses for Sale

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  • /8

    $369,900

    • 4 Beds
    • 2 Baths
    • 1,330 Sq Ft

    21 Caywood Place, Hyde Park, NY 12538

    Adorable Cape Cod style home located in the Village of Hyde Park! Plenty of space for all in this four bedroom, 2 full bath home that's situated on a level village lot. Amenities include; hardwood floors, stainless steel appliances, granite countertops, subway tile backsplash, 2 first floor bedrooms, first floor full bath, and a formal dining room. Close to shopping, restaurants, Historic Sites,

    Diane Crittenden Century 21 Alliance Realty Grp

    21 Caywood Place, Hyde Park, NY 12538
  • /38

    $425,000

    • 4 Beds
    • 2 Baths
    • 2,170 Sq Ft

    151 Montgomery St, Poughkeepsie, NY 12601

    Welcome to this beautifully maintained 2-Family home on the sought-after South Side of Poughkeepsie, currently used as a spacious and elegant single-family Colonial Victorian. Offering 2,170 sq ft of living space with an additional 352 sq ft in the walk-up third-floor attic, this 4-5 Bedroom, 2 Full Bath home blends timeless charm with modern convenience. From the moment you arrive, you'll be

    John Durso Keller Williams Realty Partner

    151 Montgomery St, Poughkeepsie, NY 12601
  • /34

    $405,000

    • 4 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    19 Kingston Ave, Poughkeepsie, NY 12603

    If you have ever had the pleasure of venturing down Kingston Avenue, a lovely tree-lined street on Poughkeepsie’s highly desirable southside, you would have surely been captivated by the stunning curb appeal of this classic period home. A tasteful brick walkway welcomes you. A beautiful portico, supported by grand pillars, frames the original wood door and the gorgeous transom window above.

    Lori Rheingold

    19 Kingston Ave, Poughkeepsie, NY 12603
  • /17

    $425,000

    • 3 Beds
    • 3 Baths
    • 1,711 Sq Ft

    3 Dill Ln, Poughkeepsie, NY 12601

    This contemporary home is located on a cul-de-sac street and sits on a 1.07-acre lot. The residence includes three bedrooms, three full bathrooms, a family room with a gas fireplace, and an office or den. The open floor plan features cathedral ceilings, wood beams, and a brick wood-burning fireplace. The kitchen, breakfast counter, and dining area connect to the living room with a fireplace,

    Arleen Maisonet BHHS Hudson Valley Properties

    3 Dill Ln, Poughkeepsie, NY 12601
  • /43

    $349,900

    • 2 Beds
    • 1 Bath
    • 968 Sq Ft

    45 Oakwood Blvd, Poughkeepsie, NY 12603

    Experience Southside of Poughkeepsie one level living at its finest. Upon your arrival you are greeted by the newly painted exterior accented by the custom shutters and beautiful seasonal flowers. Open the door to a flawless blend of style, function, and elegance where stylish archways are emblematic of a smooth and soulful feel in this renovated Ranch boasting an open floor plan that is perfect

    Roadman Etienne BHHS Hudson Valley Properties

    45 Oakwood Blvd, Poughkeepsie, NY 12603
  • /48

    $400,000

    • 3 Beds
    • 1.5 Baths
    • 2,992 Sq Ft

    1675 Main St, Pleasant Valley, NY 12569

    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,

    Christopher Ferraro RE/MAX Town & Country

    1675 Main St, Pleasant Valley, NY 12569
  • /30

    $359,900

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft

    36 Wilbur Blvd, Poughkeepsie, NY 12603

    Classic brick Cape located on the charming southside of Poughkeepsie where you will find meandering sidewalks and lovely tree-lined streets. Brick stairs and pretty plantings frame the front entry. As you enter through the original wood door, you are treated to gleaming hardwood floors and a captivating staircase highlighted by the original wood handrail. The spacious living room, flooded with

    Lori Rheingold

    36 Wilbur Blvd, Poughkeepsie, NY 12603
  • /17

    $299,900

    • 3 Beds
    • 1 Bath
    • 904 Sq Ft

    37 Shady Creek Rd, Pleasant Valley, NY 12569

    Peaceful, Polished & Move-In Ready, this charming home is tucked away in the scenic Shady Creek community within minutes of Eastdale Village. Whether you’re looking for a weekend escape or a stylish starter home, this thoughtfully renovated ranch checks all the boxes. Inside, you’ll find a bright, open layout with three freshly painted bedrooms and new flooring throughout. The kitchen shines

    Zef Camaj Corcoran Country Living

    37 Shady Creek Rd, Pleasant Valley, NY 12569
  • /28

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft

    11 Toomey Dr, Poughkeepsie, NY 12603

    Move right in to this charming updated single-family ranch home offering 3 bedrooms, 1 bathroom, and 1,128sq.ft. of practical living space. Built in 1955, this well-maintained home is nestled in a peaceful residential neighborhood just minutes from Vassar College and Greenvale Park.Step inside to find bright living spaces ready for your personal touch, with ample natural light and

    Alicia Goldman Christie's Int. Real Estate

    11 Toomey Dr, Poughkeepsie, NY 12603
  • /26

    $399,900

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

    37 Chestnut St, Poughkeepsie, NY 12601

    This beautiful one-level home has multiple impressive updates, making it truly move-in ready. There are 3 bedrooms, 1.5 baths, a kitchen, a living room, and a dining room on the main level. On the lower level, there is a great rec-room as well as ample storage area and a Bilko door which exits to the backyard. Updates include, but are not limited to, new hardwood flooring throughout, attic

    Marie-Louise Enderle BHHS Hudson Valley Properties

    37 Chestnut St, Poughkeepsie, NY 12601
  • /17

    $419,000

    • 4 Beds
    • 2 Baths
    • 1,592 Sq Ft

    16 Caywood Place, Hyde Park, NY 12538

    Charming Cape Cod with wonderful curb appeal, located in the Village of Hyde Park! You'll love the beautiful, updated kitchen complete with classic wood cabinetry, Corian counter tops, ceramic backsplash and stainless steel appliances. Enjoy relaxing by the masonry fireplace in the living room, or entertain on the newly installed patio off the breezeway. With two bedrooms on the main floor, as

    Diane Crittenden Century 21 Alliance Realty Grp

    16 Caywood Place, Hyde Park, NY 12538
  • /16

    $358,000

    • 3 Beds
    • 1 Bath
    • 1,816 Sq Ft

    283 Hawleys Corners Rd, Highland, NY 12528

    Nestled on a quiet country road in Highland, this inviting old-style home offers peaceful living on a cleared, and leveled, one-acre lot. Surrounded by nature, the property blends timeless charm with essential exterior modern updates. Including durable new siding, a freshly built deck perfect for relaxing or entertaining, a new roof, and updated gutters—ensuring years of worry-free enjoyment.

    Dawn Passante Coldwell Banker Village GreenN

    283 Hawleys Corners Rd, Highland, NY 12528
  • /23

    $299,999

    • 4 Beds
    • 1 Bath
    • 1,292 Sq Ft

    17 Henmond Blvd, Poughkeepsie, NY 12603

    Welcome to 17 Henmond Blvd, a classic Hudson Valley Cape Cod-style home. When you first walk in you'll notice the hardwood floors and large living area.Two bedrooms and one full bath on the first floor, a large kitchen and dining area off the back with sliding glass doors that lead to a deck.Upstairs you have sizable bedrooms and storage spaceDownstairs, you have a full

    Vincent Reda Keller Williams Realty

    17 Henmond Blvd, Poughkeepsie, NY 12603
  • /20

    $350,000

    • 2 Beds
    • 1 Bath
    • 2,002 Sq Ft

    14 Judy Terrace, Poughkeepsie, NY 12601

    FULLY AVAILABLE ! Welcome Home to this beautifully updated Cape Cod-style house offering the perfect blend of classic charm and modern touches. Fresh paint, new floors, updated LED lighting and an updated full bathroom are just some of the upgrades. Located in the desirable Hyde Park School District, On the end of a quiet and peaceful Cul de sac, this move-in ready gem features 2 bedrooms (but

    Ronald Green KW MidHudson

    14 Judy Terrace, Poughkeepsie, NY 12601
  • /13

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    63 Luty Dr, Hyde Park, NY 12538

    Welcome to 63 Luty Drive! This charming 1,200 sq. ft. Ranch home offers 3 bedrooms, 2 full baths, central A/C and sits on a spacious 0.63-acre lot with a large yard and a deck—perfect for relaxing or entertaining. The basement is clean and dry, offering excellent storage or potential for future finishing. While the kitchen retains its classic character, it features brand-new

    LUIS PEREZ VYLLA Home

    63 Luty Dr, Hyde Park, NY 12538
  • /9

    $899,000

    • 5 Beds
    • 3 Baths
    • 3,684 Sq Ft

    38 Dartmouth Dr, Poughkeepsie, NY 12603

    The Harley boasts an impressive first floor featuring a stunning open floor plan that offers enchanting views of the spacious great room and the inviting casual dining area, seamlessly extending to a desirable 16x20 TREX Deck—perfect for outdoor living. The well-appointed kitchen is a culinary dream, complete with a large center island and a breakfast bar that invites gatherings and casual meals.

    David Bartolone Christie's Int. Real Estate

    38 Dartmouth Dr, Poughkeepsie, NY 12603
  • /22

    $270,000

    • 4 Beds
    • 1.5 Baths
    • 1,356 Sq Ft

    16 Eastman Terrace, Poughkeepsie, NY 12601

    Welcome to this inviting two-story home located on a quiet street walking distance to the park! As you enter you'll notice the original hardwood floors adding plenty of character to the home. Upstairs features 3 large sized bedrooms, and a full bathroom that has been recently updated with new tile floor. Enjoy outdoor activity In the backyard, or spending your mornings and evenings out on the

    Matthew Skowronski HomeSmart Homes & Estates

    16 Eastman Terrace, Poughkeepsie, NY 12601
  • /20

    $364,900

    • 3 Beds
    • 1 Bath
    • 1,470 Sq Ft

    45 Marple Rd, Poughkeepsie, NY 12603

    Stylish 3-bedroom Cape with expansive yard and timeless details. Welcome to this warm and inviting 3-bedroom Cape nestled on a desirable corner lot. The thoughtfully designed layout features two main-level bedrooms - ideal for convenience and flexibility, and an additional 3rd bedroom upstairs for privacy. Step into a brand-new kitchen with modern finishes and smart design. The living room boast

    CAROLYN DE MICHELE

    45 Marple Rd, Poughkeepsie, NY 12603
  • /27

    $329,000

    • 2 Beds
    • 3 Baths
    • 1,838 Sq Ft

    6 Old West Dorsey Ln, Hyde Park, NY 12538

    Welcome to this unique, open concept contemporary in the heart of Hyde Park. The home is nestled on 1 acre of tree lined property with wrap around deck. Inside, you will find vaulted beamed ceilings with skylights and a galley kitchen connecting to a large living/dining area with terracotta ceramic tile. The area is ideal for entertaining or large family gatherings. The entire back of the

    MAUREEN MCELDUFF MULLANEY BHHS Hudson Valley Properties

    6 Old West Dorsey Ln, Hyde Park, NY 12538
  • /32

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,078 Sq Ft

    34 Windmill Rd, Poughkeepsie, NY 12601

    AO 7/22Welcome home to this charming 3 bedroom ranch style home ready to make your own! The single layout is ideal for easy living, whether you're a first time home buyer, downsizing or looking for a smart investment, this is the perfect home! Just off the living area, the kitchen provides a functional and inviting space to cook and gather. Each bedroom features a cozy layout with classic

    Bridget Genovese RKM Properties Corp

    34 Windmill Rd, Poughkeepsie, NY 12601
  • /31

    $369,000

    • 2 Beds
    • 1 Bath
    • 1,341 Sq Ft

    93 Cedar Ave, Poughkeepsie, NY 12603

    Set on nearly an acre in Poughkeepsie's desirable southside neighborhood, this thoughtfully designed ranch offers a rare vintage charm with timeless appeal. A wood-burning fireplace anchors the inviting living room, while gleaming hardwood floors flow throughout the main living spaces. The formal dining room features built-in cabinetry, creating a warm and elegant setting for gatherings, while

    Sally Sprogis Four Seasons Sothebys Intl

    93 Cedar Ave, Poughkeepsie, NY 12603
  • /29

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,670 Sq Ft

    46 Brescia Blvd, Highland, NY 12528

    Discover your upstate oasis at 46 Brescia Blvd — a beautifully renovated 3-bedroom, 1.5-bath home offering the perfect mix of comfort, style, and indoor-outdoor living in the heart of the Hudson Valley.Located just 90 minutes from NYC and minutes from the Hudson Valley Rail Trail, wineries, and local farm markets, this move-in-ready home features modern upgrades, smart home touches, and

    Heather Bragg ReAttached

    46 Brescia Blvd, Highland, NY 12528
  • /9

    $129,000

    • 2 Beds
    • 1 Bath
    • 1,225 Sq Ft

    69 North Rd, Highland, NY 12528

    Yup! It's a bunch of work, but it'll be the cutest house around! This is located just outside of the charming, Historic Hamlet of Highland! Driveway & garage for off street parking. Close to the Mid Hudson Bridge, the Walkway over the Hudson, New Paltz, the Thruway/87, and so much more! Hike the "Gunks" and even the Catskills are so close! Love to eat out? There are sweet restaurants

    Kathy Dawson Howard Hanna Rand Realty

    69 North Rd, Highland, NY 12528
  • /31

    $549,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    844 Salt Point Turnpike, Poughkeepsie, NY 12601

    Accepted Offer.. No more showings please.....A MASTER CRAFTSMAN'S HOME! Obviously the one to own, The love and attention to detail is all TOP SHELF. This family has rasied their family here and now as they retire they turn over their labor of LOVE to you the next owner. Privately tucked off the road professionally Landscaped by Nolan Nurserys now the mature landscaping shields the home from any

    Brian Woolsey BHHS Hudson Valley Properties

    844 Salt Point Turnpike, Poughkeepsie, NY 12601
  • /24

    $975,000

    • 4 Beds
    • 3 Baths
    • 2,646 Sq Ft

    66 River Rd, Hyde Park, NY 12538

    Amazing Riverfront home on the Hudson River. Sunroom has wall to wall windows facing directly on the Hudson River. Master bedroom has breathtaking river views and a balcony to sit and enjoy your private Hudson river views. Has 4 full bedrooms but also 2 large extra rooms on first floor with a full bath perfect for an in law setup or offices. First floor has sliding glass doors leading out to

    Erik Hosch Gunrick Residential, Inc.

    66 River Rd, Hyde Park, NY 12538
  • /24

    $399,999

    • 3 Beds
    • 1.5 Baths
    • 2,884 Sq Ft

    5 Norah Ln, Hyde Park, NY 12538

    Set on a spacious and level 0.54-acre lot. This well-maintained home offers comfortable single-level living with an attached garage and a generous yard ideal for outdoor enjoyment. Inside, you'll find a bright and inviting layout with great potential to make it your own. Conveniently located near local amenities, schools, and commuter routes.

    MICHAEL SANTARPIA K. Fortuna Realty, Inc.

    5 Norah Ln, Hyde Park, NY 12538
  • /33

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 5,654 Sq Ft

    27 Sommerset Rd, Poughkeepsie, NY 12603

    Welcome to 27 Sommerset Road, a beautifully maintained Colonial located in the highly desirable Hills at Lagrange subdivision in the Town of Poughkeepsie, within the Arlington Central School District. This breathtaking 4-bedroom, 2.5-bath home offers over 5,600 sq ft of finished living space and sits on a private 6.67-acre lot, providing the perfect balance of space, privacy, and elegance. Enter

    ABBY JOSIAH KW MidHudson

    27 Sommerset Rd, Poughkeepsie, NY 12603
  • /24

    $339,000

    • 3 Beds
    • 3 Baths
    • 2,055 Sq Ft

    13 Cedar Ln, Poughkeepsie, NY 12601

    Welcome to 13 Cedar Lane in the Town of Hyde Park. The main level features a natural light filled living room, dining room, a beautiful kitchen with a walk in pantry and stainless steel appliances, possible bedroom/ den, a full bath, an access door to the spacious backyard. The second floor is home to a large primary bedroom suite with a balcony and full bath, 2 more bedrooms, full bath, and

    Rebecca Marino Corcoran Country Living

    13 Cedar Ln, Poughkeepsie, NY 12601
  • /12

    $217,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    47 Gifford Ave, Poughkeepsie, NY 12601

    Use your imagination and do a little improving. Lacks closets but can work them in. Centrally located, close to train station and restaurant.. Vacant....Municipal services.

    JOAN PEDATELLA BHHS Hudson Valley Properties

    47 Gifford Ave, Poughkeepsie, NY 12601
  • /40

    $1,750,000

    • 3 Beds
    • 4.5 Baths
    • 4,384 Sq Ft

    90 River Rd, Hyde Park, NY 12538

    Welcome Home! Experience sweeping Hudson River views throughout this exceptional home, where breathtaking water vistas offer a truly unique living experience. The expansive great room welcomes you with soaring ceilings, fireplace and a wall of windows framing the picturesque and dynamic river. The chef's kitchen features elite appliances with a six-burner gas range, 2 sinks and a bright dining

    Christine Pergolizzi

    90 River Rd, Hyde Park, NY 12538
  • /28

    $300,000

    • 3 Beds
    • 1 Bath
    • 875 Sq Ft

    31 Peter Cooper Dr, Poughkeepsie, NY 12601

    Charming and well-maintained one-level ranch located in the Hyde Park Central School District. This 3-bedroom, 1-bathroom vinyl-sided home offers comfortable single-level living with an inviting eat-in kitchen featuring newer appliances. Enjoy abundant natural light through the large bay window in the living room. Updates include replacement windows, a LeafFilter gutter guard system, and central

    Gregory Pikor Inspire Realty

    31 Peter Cooper Dr, Poughkeepsie, NY 12601
  • /40

    $359,900

    • 2 Beds
    • 2 Baths
    • 1,438 Sq Ft

    466 New Paltz Rd, Highland, NY 12528

    Charming Highland Retreat – Convenient, Comfortable, and Full of Character. Welcome to 466 New Paltz Road, a delightful property nestled in the heart of Highland, NY. This inviting home perfectly blends classic charm with modern updates, offering the ideal retreat for year-round living or a weekend getaway in the beautiful Hudson Valley. Step inside to find a bright and airy interior featuring 2

    Justin Phillips United RE Hudson Valley Edge

    466 New Paltz Rd, Highland, NY 12528
  • /27

    $275,000

    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    19 Albany St, Poughkeepsie, NY 12601

    Charming Two-Story in the heart of Poughkeepsie, minutes to the vibrant Waterfront district. Home features 2 beds. 1.5 baths, luxury laminate plank flooring throughout the first floor, central air, high efficiency gas fired furnace, updated kitchen with granite countertops and SS appliances, first floor laundry room and two well sized bedrooms with updated full bath. Municipal water, sewer and

    Justin LaFalce KW MidHudson

    19 Albany St, Poughkeepsie, NY 12601
  • /24

    $350,000

    • 4 Beds
    • 1.5 Baths
    • 1,524 Sq Ft

    153 Upper Grand St, Highland, NY 12528

    Charming Cape Cod home ideally located outside the downtown of Highland is waiting for it's new owners! This quaint home is centrally located minutes from both NYS Thruway as well as Metro-North Railways, making commuting to work a breeze and is conveniently situated near local shops, restaurants, breweries/wineries, the Walkway Over the Hudson, and all that the vibrant areas that the Hudson

    John Quinn Quinn Realty Group Inc

    153 Upper Grand St, Highland, NY 12528
  • /29

    $990,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    104 S Quaker Ln, Hyde Park, NY 12538

    Modern Farmhouse Retreat - Discover this beautifully reimagined 1870 farmhouse, set on over 25 private secluded acres in the heart of the Hudson Valley. Fully renovated in 2025 with modern finishes throughout, this 3-bedroom, 2-bath residence is a rare blend of historic charm and today’s design sensibility—perfect as a second home or peaceful weekend retreat.Tucked away down a long drive,

    Curtis Darragh Legacy Land & Homes LLC

    104 S Quaker Ln, Hyde Park, NY 12538
  • /50

    $2,150,000

    • 7 Beds
    • 7.5 Baths
    • 7,720 Sq Ft

    143 Bedell Rd, Poughkeepsie, NY 12603

    Hilltop Retreat, built in the Millenium Mansion style, provides an incomparable experience of country living. This gracious residence is approached via a meandering driveway past stone walls and a pond and is secluded within 66 acres of curated lawns w/ majestic trees, a shimmering pond, old growth forest, and year-round Catskill mountain views. Casually formal, w/over 7,000sqft of living space

    Eliane Abramoff Four Seasons Sothebys Intl

    143 Bedell Rd, Poughkeepsie, NY 12603
  • /27

    $349,000

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    387 Freedom Rd, Pleasant Valley, NY 12569

    Discover the potential at 387 Freedom Road—a 3-bed, 1-bath in the highly sought after Arlington School District. This well maintained home is set back off the road on an acre of land and offers peace, privacy, and charm. A welcoming front porch is the perfect spot to take in the natural surroundings, while enjoying your morning coffee. Inside features include luxury vinyl plank flooring

    John Gabriel Jr KW MidHudson

    387 Freedom Rd, Pleasant Valley, NY 12569
  • /42

    $1,699,000

    • 7 Beds
    • 7 Baths
    • 8,033 Sq Ft

    125 Bedell Rd, Poughkeepsie, NY 12603

    Timeless Elegance Meets Modern Comfort in the Heart of the Hudson Valley. Step into a world of refined charm and historic grandeur with this magnificent estate, originally constructed in 1867 and meticulously restored to preserve its legacy. Lovingly maintained over generations, the property blends classic architectural detail with the comforts of contemporary living, offering an unparalleled

    Jillian Pajer Douglas Elliman Real Estate

    125 Bedell Rd, Poughkeepsie, NY 12603
  • /34

    $389,000

    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    95 Worrall Ave, Poughkeepsie, NY 12603

    Lovingly maintained by the same family for more than sixty years, find this 5 bedroom, 2 bathroom colonial situated on the City of Poughkeepsie's desirable south side. Floor plan offers tremendous potential and flexibility with large kitchen, formal dining room, living room w/fireplace, two first floor bedrooms and full bathroom plus mudroom. Second floor layout includes three bedrooms and full

    Dan Axtmann BHHS Hudson Valley Properties

    95 Worrall Ave, Poughkeepsie, NY 12603
  • /26

    $299,900

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft

    46 van Wyck Dr, Poughkeepsie, NY 12601

    The beautiful plantings, lovely rose bushes, cozy front porch and flagstone walkway are sure to catch your eye. What great curb appeal. Adorable, affordable, one level living. As you step inside, you are welcomed into a spacious living room flooded with natural light from the west-facing picture window. From the living room, enjoy full view into the kitchen which offers loads of cabinetry,

    Lori Rheingold

    46 van Wyck Dr, Poughkeepsie, NY 12601

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