Dutchess County NY Houses under $500,000

/31
$459,000
- 3 Beds
- 1.5 Baths
- 1,700 Sq Ft
29 Kelsey Rd, Poughkeepsie, NY 12601

Classic Colonial Charm Near the Walkway Over the Hudson!This traditional Colonial blends timeless character with everyday comfort, featuring beautiful hardwood floors and original woodwork throughout. Offering 3 spacious bedrooms, 1.5 baths, and a versatile office that can easily serve as a 4th bedroom, this home adapts to your lifestyle. A welcoming front porch, sunny back sunroom (or

Karen Briscoe-Reed

KW MidHudson

(845) 253-9554

29 Kelsey Rd, Poughkeepsie, NY 12601
/22
$499,900
- 4 Beds
- 2 Baths
- 1,700 Sq Ft
166 Hibernia Rd, Salt Point, NY 12578

Nestled In The Hamlet Of Salt Point NY, In The Town Of Pleasant Valley Is This Remodeled Home Offering Four Bedrooms And Two Baths. The Front Exterior Has Dual Entry Access To Various Locations Within The Home Which Displays A Combination Of Engineered Wood And Ceramic Tiled Floors. Each Room Has Been Thoughtfully Updated. Here You Will Find The Kitchen With State Of The Arts Stainless Steel

Joyce Stanton

Century 21 Hudson Valley Rlty.

(845) 599-8106

166 Hibernia Rd, Salt Point, NY 12578
/46
$430,000
- 3 Beds
- 2.5 Baths
- 1,850 Sq Ft
34 Woodland Ave, Poughkeepsie, NY 12603

Charming Southside Home Near Vassar College – Fully Renovated with Luxurious UpgradesWelcome to your dream home, perfectly situated near Vassar College in the desirable Southside neighborhood. Enjoy the charm of small town living with walkable access to local restaurants, a neighborhood deli, and more. This beautifully renovated 3 bedroom residence is priced to sell and presents an excellent

Anesha Nesbitt

eXp Realty

(845) 409-8597

34 Woodland Ave, Poughkeepsie, NY 12603
/45
$479,000
- 3 Beds
- 4 Baths
- 2,003 Sq Ft
22 Depot Hill Rd, Amenia, NY 12501

Enter a beautifully restored Arts and Crafts Victorian, where historical charm meets contemporary living. From the welcoming covered porch, step into a foyer that unveils a gourmet chef's kitchen. Pocket doors seamlessly connect the inviting living room to the formal dining room, creating a fluid and elegant space. This home features three bedrooms, two full and two half baths, a finished attic

Brad Rebillard

DUTCHESS COUNTRY REALTY INC. M

(845) 957-8457

22 Depot Hill Rd, Amenia, NY 12501
/23
$469,000
- 3 Beds
- 2 Baths
- 1,523 Sq Ft
105 S Nellie Hill Rd, Dover Plains, NY 12522

Circa 1952 - A delightful home that has been totally transformed into a casually elegant masterpiece.The roof was replaced in 2012. The siding was replaced in 2022. The interior of the home was totally redone in 2024.The floors are exquisite, the tiled baths are luxurious, the kitchen is a dream (quartz counter and back splash), and the flow is welcoming. The sun filled deck supports

Larry Havens

Havens Real Estate

(845) 478-1624

105 S Nellie Hill Rd, Dover Plains, NY 12522
/18
$439,000
- 3 Beds
- 2 Baths
- 2,277 Sq Ft
51 Depot Hill Rd, Amenia, NY 12501

For the first time ever this home that has been passed down from the original owner to the next generation is being offered for sale. The roof is 3 years young; the central air conditioning system is 3 years young and the floors throughout the home are only 2 years young. The floors are durable and very handsome.This home is equipped with a spacious living room, 3 bedrooms, 2 baths, a den,

Larry Havens

Havens Real Estate

(845) 640-3828

51 Depot Hill Rd, Amenia, NY 12501
/29
$487,500
- 3 Beds
- 2 Baths
- 1,644 Sq Ft
9 Macintosh Ln, Wappingers Falls, NY 12590

This lovely 3 bedroom and 2 baths Raised Ranch offers a comfortable layout with an open floor plan. The main level features good sized living room, 3 bedrooms, and kitchen with sliders out to a great deck for morning coffee or relaxation. There are hardwood floors under the laminate flooring throughout the first floor. The fully finished lower level presents an opportunity to create a fourth

Neeta Gupta

Fathom Realty NY LLC

(845) 606-0196

9 Macintosh Ln, Wappingers Falls, NY 12590
/41
$435,000
- 3 Beds
- 3 Baths
- 1,794 Sq Ft
27 Cavelo Dr, Wingdale, NY 12594

Tucked away at the end of a quiet cul-de-sac on 1.79 picturesque acres, this beautifully maintained 3-bedroom, 3-bath home offers the perfect blend of privacy, space, and convenience. Step inside and head upstairs to a sun-filled, open-concept living space where the hardwood floors flow through a spacious Living Room and adjoining Dining Room. Large windows bathe the space in natural light, while

Shannon Tully

McGrath Realty Inc

(845) 328-6912

27 Cavelo Dr, Wingdale, NY 12594
/34
$449,900
- 4 Beds
- 2 Baths
- 2,264 Sq Ft
12 Derick Dr, Fishkill, NY 12524

First Time on the Market! This well-maintained 4-bedroom, 2-bath home is nestled in a sought-after neighborhood and offers an unbeatable commuter location. Hardwood flooring under carpet. Enjoy gatherings in the spacious family room complete with a built-in bar—perfect for entertaining. Hardwood floors under carpet. Sitting on a beautifully level half-acre, the yard offers endless possibilities

Karen Briscoe-Reed

KW MidHudson

(845) 448-9141

12 Derick Dr, Fishkill, NY 12524
/26
$485,000
- 3 Beds
- 3 Baths
- 1,808 Sq Ft
81 Ritter Rd, Stormville, NY 12582

Located in the desirable Bunker Hill Estates neighborhood in Stormville near a cul-de-sac, 81 Ritter Road presents a well-maintained, updated bi-level home. This residence features three bedrooms and three bathrooms and boasts an open floor plan, a sought-after design element. The main level is enhanced by hardwood floors, contributing to the home's appeal. The lower level provides additional

Kathie Deyoung BHHS Hudson Valley Properties

81 Ritter Rd, Stormville, NY 12582
/29
$469,000
- 4 Beds
- 2 Baths
- 1,860 Sq Ft
17 Fenmore Dr, Wappingers Falls, NY 12590

Welcome to 17 Fenmore Drive, a lovingly cared-for and easy-to-maintain 4-bedroom, 2-bath home nestled on a quiet, tree-lined street near the heart of Wappingers Falls. This inviting property offers the perfect blend of comfort, space, and location.Inside, you'll find a bright and airy living room with gleaming hardwood floors that flow into the dining area — an ideal space for everyday

Tana McGuire eXp Realty

17 Fenmore Dr, Wappingers Falls, NY 12590
/7
$499,000
- 4 Beds
- 2.5 Baths
- 2,080 Sq Ft
74 Ferris Ln, Poughkeepsie, NY 12601

Welcome to a 4 BEDROOM COLONIAL WITH A DETACHED TWO-CAR GARAGE nestled in the heart of Poughkeepsie! This amazing well maintained corner lot home has its own beauty and charms. From the moment you step inside, you’ll appreciate the layout of the first floor with its beautiful hardwood floors. The welcoming foyer provides access to a bright spacious family room with a gas fireplace leading to

Anita S. Cristiano HomeSmart Homes & Estates

74 Ferris Ln, Poughkeepsie, NY 12601
/9
$489,900
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
12 High Ridge Rd, Poughkeepsie, NY 12603

Welcome to this charming and well-maintained Ranch-style home. This Ranch offers comfortable level living with 3 bedrooms, 2 full bathrooms, The home is designed very well. The home sits back from the road, offering a peaceful setting and a beautifully manicured yard. Step inside to find hardwood floors throughout, and a spacious living room filled with natural light, and a tastefully updated

Margaret Gaines Century 21 Hudson Valley Rlty.

12 High Ridge Rd, Poughkeepsie, NY 12603
/40
$475,000
- 2 Beds
- 1 Bath
- 1,340 Sq Ft
46 Broad St, Fishkill, NY 12524

Charming, updated, and idyllic two-story home in the heart of the Village of Fishkill. Built in 1900, this 2 bed/1 bath house has modern updates paired with a prime location! Step inside to discover a thoughtfully updated interior, just steps from everything this quaint Village has to offer. In the front you have a rocking chair front porch, while the backyard has both a deck and a lower level

Jade Oliverio Howard Hanna Rand Realty

46 Broad St, Fishkill, NY 12524
/12
$480,000
- 3 Beds
- 1.5 Baths
- 1,217 Sq Ft
8 Manor Rd, Rhinebeck, NY 12572

Wonderful three bedroom ranch located in the Village of Rhinebeck! Situated on a little over a half acre, you'll love the hardwood floors, bright kitchen with classic wood cabinets, a centrally located living room fitted with a wall of windows (and a mid-century modern vibe!) that overlooks the patio/in ground pool, all with the ease of one-level living. Enjoy the charm of Rhinebeck; close to

Diane Crittenden Century 21 Alliance Realty Grp

8 Manor Rd, Rhinebeck, NY 12572
/25
$475,000
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
3 Holt Rd, Red Hook, NY 12571

Looking for a completely updated, stunning home with great yard to expand? Look no further! Enter into the spacious living room with vaulted ceilings brand new windows, and life proof flooring. Dining room and stunning open chefs kitchen including high end appliances, marble counter tops and island, gas stove and endless cabinets for ample storage. You will love spending your evenings making

Chelsea Pollard-Seiler Mondello Upstate Properties

3 Holt Rd, Red Hook, NY 12571
/17
$459,900
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
97 Riverview Dr, Fishkill, NY 12524

The perfect Ranch with all of the upgrades remodeled in 2019 in sought-after Dutchess Park, Fishkill. Approx 1700 sq ft including 3 Bedrooms and 2 Full Baths with a finished lower-level Family Room, Laundry and full Bath. Owned Solar Panels (2 yrs old), Extensive Hardwood floors, Remodeled Kitchen w granite countertops and brand new stove, Roof approx. 6 years old, Anderson Storm doors and

Bonnie Christman BHHS Hudson Valley Properties

97 Riverview Dr, Fishkill, NY 12524
/34
$459,900
- 3 Beds
- 1.5 Baths
- 1,652 Sq Ft
3 N Jackson Rd, Poughkeepsie, NY 12603

Welcome to your very own private oasis conveniently located right in the center of the Town of Poughkeepsie. The fully fenced back yard will “wow you”. Here you will find a gorgeous 18 x 36 foot inground pool surrounded by beautiful landscaping, a stunning Koi Pond with a soothing waterfall feature, an expansive deck, a shed and a large, level yard ideal for outdoor enjoyment. As you enter

Lori Rheingold

3 N Jackson Rd, Poughkeepsie, NY 12603
/39
$459,000
- 4 Beds
- 1.5 Baths
- 1,672 Sq Ft
252 Route 199, Red Hook, NY 12571

This well-loved property has been owned by the same family for almost 65 years! Hardwood floors & natural woodwork are throughout. More recent 2 rm addition features a 3-season room w vaulted wood ceiling & propane stove, plus an additional bedroom or family room w 3 closets. Dry basement features a 4th BR or FR, utility room, plus room for 3 cars. This space could easily be finished for extra

Elizabeth Barrett Dachs Chris Barrett Realty

252 Route 199, Red Hook, NY 12571
/26
$466,000
- 3 Beds
- 2.5 Baths
- 2,034 Sq Ft
37 Friendly Way, Stormville, NY 12582

This pleasant, three-bedroom ranch sits unassuming on a green and level 1.29 acres in the midst of a peaceful neighborhood perfect for morning or weekend walks amid sycamore and pine, rabbits and goldfinch, and yes, even a proverbial "babbling" brook nearby. It is an easy home to maintain and weathers all climates well. All generations, from urban and rural areas, have enjoyed the placid verdant

David White Owner Entry.com

37 Friendly Way, Stormville, NY 12582
/31
$455,000
- 3 Beds
- 2 Baths
- 2,052 Sq Ft
287 Norton Rd, Red Hook, NY 12571

Discover the perfect blend of comfort and seclusion in this charming 3- bedroom, 2-bath ranch, ideally set on a private, wooded lot with a picturesque pond. This home welcomes you with an open and airy floor plan, featuring a spacious living area filled with natural light and views of the surrounding landscape. Whether you're looking for a year-round residence or a serene weekend retreat, this

Amanda Wilcox eXp Realty

287 Norton Rd, Red Hook, NY 12571
/26
$419,000
- 3 Beds
- 2 Baths
- 1,774 Sq Ft
3 Cooke St, Poughkeepsie, NY 12601

3 BR Brick Raised Ranch with two finished floors, hardwd flooring, tiled baths & kitchen, 2 stone FP, rear enc. porch , 2 car garage, great location ,The Hospital is tax exempt. but the tax numbers shown is if it as not .

Karen Vetere Vetere, Karen Real Estate

3 Cooke St, Poughkeepsie, NY 12601
/41
$437,000
- 3 Beds
- 1 Bath
- 984 Sq Ft
700 Beekman Rd Unit 706, Hopewell Junction, NY 12533

Unique 8-Acre Homestead with 4 Deeded Lots – Builder or Investor OpportunityA rare find! This 8-acre homestead includes four separately deeded parcels, offering flexibility, privacy, and potential. The primary 4-acre lot is home to a move-in ready ranch-style residence with true one-level living. Inside, you'll find new flooring, neutral tones, newer stainless steel appliances, and main floor

Nicole Porter

700 Beekman Rd Unit 706, Hopewell Junction, NY 12533
/18
$500,000
- 4 Beds
- 2.5 Baths
- 3,016 Sq Ft
10 May Knoll, Dover Plains, NY 12522

SELLER FINANCING AVAILABLE>The Adirondack is YOUR Perfect Waterfront Getaway. Tranquility, endless possibilities and the warm vibes of the Hudson Valley welcome you. Situated on 1.951 acres along the majestic Ten Mile River. The home features an Old World charm with custom woodwork, built-in-cabinets, hardwood floors, a unique stone fireplace and your very own private balcony overlooking the

Dani Dorman Real Broker NY LLC

10 May Knoll, Dover Plains, NY 12522
/38
$425,000
- 4 Beds
- 3 Baths
- 1,792 Sq Ft
263 Bog Hollow Rd, Wassaic, NY 12592

Welcome to this beautifully renovated 4-bedroom, 3-bath Colonial style home nestled on 2.9 private acres in the charming town of Amenia, NY. The open concept living room features a pellet stove and access to the kitchen and 1st floor bathroom. The kitchen hs stainless steel appliances and butcher block counters and cute breakfast nook. The laundry room is on the first floor. Aslo on the main

Christopher Ferraro RE/MAX Town & Country

263 Bog Hollow Rd, Wassaic, NY 12592
/28
$489,000
- 4 Beds
- 2.5 Baths
- 2,672 Sq Ft
172 Roosevelt Rd, Hyde Park, NY 12538

Nestled in the serene neighborhood of Hyde Park, this beautifully updated split-level contemporary home blends warmth, style, and function. The welcoming entryway leads to a light-filled living room, where oversized windows and a stone fireplace framed by refinished wood built-ins create an inviting space.The impeccably renovated kitchen is the perfect place to unwind with a glass of wine

Sole Salvo eXp Realty

172 Roosevelt Rd, Hyde Park, NY 12538
/24
$425,000
- 3 Beds
- 1 Bath
- 1,248 Sq Ft
20 E Academy St, Wappingers Falls, NY 12590

Welcome to 20 E Academy—an adorable 3-bedroom, 1-bath gem nestled in the heart of the Village of Wappingers. With a picture-perfect front porch and irresistible curb appeal, this home radiates warmth and character from the moment you arrive.Step inside to find a bright and welcoming interior, filled with charm and thoughtful touches. The layout is cozy yet functional, perfect for everyday

Robin Bermudez Compass Greater NY, LLC

20 E Academy St, Wappingers Falls, NY 12590
/28
$480,000
- 3 Beds
- 2 Baths
- 1,480 Sq Ft
23 Union St, Pawling, NY 12564

3 Bed | 2 Bath | Fully Electric | Walkable Village LocationTurnkey, updated, and full of charm—this 3-bedroom, 2-bath home is perfectly situated in the heart of Pawling Village. Whether you're a first-time buyer using FHA or VA financing, a downsizer, or simply seeking a low-maintenance, energy-efficient home, this property offers a flexible layout, thoughtful upgrades, and access to

Brett David Miller K Fortuna Lighthouse Realty

23 Union St, Pawling, NY 12564
/24
$450,000
- 3 Beds
- 1 Bath
- 1,120 Sq Ft
8 Townsend St, Beacon, NY 12508

Brimming with charm and thoughtfully executed upgrades, this 3-bedroom, 1-bath Beacon home perfectly balances classic character with modern comfort and efficiency. Step inside to discover striking exposed interior brick walls and a beautifully crafted wooden-beamed archway that warmly welcomes you into the spacious living areas. The main floor boasts an inviting living room filled with natural

David S Neiman Compass Greater NY, LLC

8 Townsend St, Beacon, NY 12508
/29
$500,000 Open Sat 1PM - 3PM
- 3 Beds
- 2 Baths
- 2,362 Sq Ft
56 Martin Dr, Wappingers Falls, NY 12590

Welcome home to 56 Martin Drive – A Charming oversized Raised Ranch in the Heart of Wappingers nestled in the desirable Wappingers Central School District, this beautifully maintained 2300+ sq ft raised ranch offers the perfect blend of comfort, space, and functionality. As you enter, head upstairs to a bright and spacious living room featuring a stunning floor to ceiling fireplace with open

Ronald Green KW MidHudson

56 Martin Dr, Wappingers Falls, NY 12590
/14
$435,000
- 4 Beds
- 1.5 Baths
- 1,219 Sq Ft
22 Tamarack Hill Dr, Poughkeepsie, NY 12603

PRICED TO SELL!! FULLY UPDATED!!! NEW CENTRAL AIR!!! NEW KITCHEN!!! NEW 200AMP SERVICE!!! ARLINGTON SCHOOLS!!!Welcome to this beautifully updated 4-bedroom, 1.5-bath ranch home, ideally located on a quiet and desirable road in the Town of Poughkeepsie. Situated in the highly rated Arlington Central School District, this home is perfect for families looking for the ease and comfort of

Anthony Truocchio Voro LLC

22 Tamarack Hill Dr, Poughkeepsie, NY 12603
/21
$468,800
- 3 Beds
- 2.5 Baths
- 1,986 Sq Ft
77 Lyndon Rd, Fishkill, NY 12524

Charming Raised Ranch in Fishkill. Offering 3 bedrooms, 2.5 bathrooms, and over 1900 square feet of comfortable living space, The lower level boasts a generously sized family room, a den/office, an additional living room w/ wood stove, and 1/2 bath, offering flexible spaces for relaxation, work, or recreation, The sunroom opens seamlessly to the back deck, making it ideal for indoor-outdoor

CHERISE CASTELLANO BHHS Hudson Valley Properties

77 Lyndon Rd, Fishkill, NY 12524
/23
$449,000
- 3 Beds
- 1 Bath
- 1,800 Sq Ft
18 Alexander Blvd, Poughkeepsie, NY 12603

Discover charm, comfort, and convenience in this beautifully maintained single-family home nestled on a spacious lot in a quiet, tucked-away neighborhood — just minutes from everything. This lovingly updated home offers approximately 1900 square feet of light-filled living space, including three generous bedrooms, one full bathroom, and a flexible layout perfect for everyday living or

Mary Jean Staudohar Douglas Elliman Real Estate

18 Alexander Blvd, Poughkeepsie, NY 12603
/27
$474,900
- 4 Beds
- 1.5 Baths
- 2,159 Sq Ft
115 Shirley Ave, Fishkill, NY 12524

Welcome to this delightful Cape Cod home nestled in a peaceful, established neighborhood in the town of Fishkill. It is evident this home was lovingly cared for. This home perfectly blends classic charm with everyday convenience of location, location, location! Boasting a large living room and family room, four bedrooms and one and a half bathrooms, this residence is designed for comfort,

MAUREEN MCELDUFF MULLANEY BHHS Hudson Valley Properties

115 Shirley Ave, Fishkill, NY 12524
/40
$485,000
- 6 Beds
- 2 Baths
- 4,026 Sq Ft
788 788 Dutchess Turnpike, Poughkeepsie, NY 12603

Welcome to 788 Dutchess Turnpike – a high-visibility property located in the heart of Poughkeepsie with 200 feet of road frontage in a bustling commercial and residential corridor. This versatile property offers outstanding potential for investors and entrepreneurs looking to possibly live and work in one central location. This converted residence is now a Commercial building with town permission

Ann Scarano Realty Center Hudson Valley

788 788 Dutchess Turnpike, Poughkeepsie, NY 12603
/40
$500,000
- 3 Beds
- 2 Baths
- 1,721 Sq Ft
53 Mountain View Dr, Holmes, NY 12531

Welcome to your corner of peace and quiet in Willow Lake Estates, town of Pawling, Holmes PO. The feeling is rural yet it is close to major roadways and shopping. Nestled between scenic Route 22 and Interstate 84 this home offers privacy and convenience. Custom interior design and layout with large Andersen windows to let the natural light in. Main floor living room has a wood burning fireplace,

Elisa Bruno-Midili eXp Realty

53 Mountain View Dr, Holmes, NY 12531
/48
$499,000
- 4 Beds
- 5 Baths
- 3,354 Sq Ft
13 Garfield Place, Poughkeepsie, NY 12601

Step into The Gilded Age! Come tour this treasure box in the registered NationalHistoric District and count how many incredible original details you can find: crownmolding, chandeliers and light fixtures, lead-glass windows, mahogany inlayedhardwood floors, built-ins, marble mantle, slate roof, cedar room, pocket doors, Frenchdoors and more! The craftsmanship is truly

Joseph Lippolis BHHS River Towns Real Estate

13 Garfield Place, Poughkeepsie, NY 12601
/31
$485,000
- 3 Beds
- 1 Bath
- 1,480 Sq Ft
12 Russell Rd, Wappingers Falls, NY 12590

Mint “Like New Construction” Ranch with 253’ of Beautiful Secluded Waterfront on Wappingers Creek. Lives Large with Many New Upgrades & Improvements! Transferrable Warranties for a Brand New Roof, New Heat Pump & Whole House UV Water Filtration, New Septic Leech Fields & a New Widened Driveway. Set on .7 Acres, the Open Lawn slopes down gently to a New Outdoor Seating Area with a Fire Pit & Steps

Norm Mackay

12 Russell Rd, Wappingers Falls, NY 12590
/35
$445,700 Open Sun 12PM - 2PM
- 4 Beds
- 2 Baths
- 2,172 Sq Ft
224 Manchester Rd, Poughkeepsie, NY 12603

Welcome to your next chapter in the heart of the Town of Poughkeepsie. Conveniently tucked into the sought-after Arlington School District, this lovingly updated 4-bedroom Cape sits gracefully on a beautifully landscaped corner lot. Framed by a blooming magnolia tree that warmly welcomes you home each season, and a newly poured walkway -- you will fall in love before you even step inside. Upon

Virginia Corbett eXp Realty

224 Manchester Rd, Poughkeepsie, NY 12603
/25
$430,000
- 3 Beds
- 2 Baths
- 1,097 Sq Ft
1601 Route 199, Red Hook, NY 12571

Charming Renovated Ranch with Scenic Views and Endless Potential, l with extra additional side lot!! Welcome to this beautifully renovated ranch-style home offering 1,200 square feet of comfortable, single-level living. Featuring 3 spacious bedrooms and 2 full baths, this thoughtfully updated home boasts a functional and versatile layout with multiple private entrances—perfect for

Jason Schobert eXp Realty

1601 Route 199, Red Hook, NY 12571

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