Dover Plains, NY Homes

/43
$825,000
- 4 Beds
- 4.5 Baths
- 2,234 Sq Ft
360 Old State Route 22, Dover Plains, NY 12522

A rare offering in today’s market - gorgeous River Front Home with calming water views and fishing every day right in your own back yard. Renovated and updated 3 bedroom home with a one bedroom pool house that doubles as a guest cottage. All the amenities you would expect in the best resort style property. Open concept Living and Dining area with 2 sets of French doors opening to an expansive

Judith 'Judy' Albert

BHHS Hudson Valley Properties

(845) 280-5286

360 Old State Route 22, Dover Plains, NY 12522
/18
$1,500 per month
- 1 Bed
- 1 Bath
- 748 Sq Ft
- Apartment for Rent
26 Wing Ave Unit D, Dover Plains, NY 12522

Looking to be close to Metro North and Town of Dover amenities? This clean and convenient one bedroom first floor apartment is it. Bonus entry Mudroom space with a whole wall closet for your storage needs. Well maintained, first floor unit - Living Room with ceiling fan to keep cool in the summer, luxury vinyl flooring and good natural light. Eat in Kitchen with lots of wood cabinets for a warm,

Judith 'Judy' Albert

BHHS Hudson Valley Properties

(845) 834-9610

26 Wing Ave Unit D, Dover Plains, NY 12522
$72,000 Sold Nov 28, 2025
- 62 Days On Market
- 2 Beds
- 1 Bath
- Built 1984
94 Park Dr, Dover Plains, NY 12522

55 AND OVER ONLY...NICE 2 BEDROOM ONE BATH EAT IN KITCHEN, SCREENED IN PORCH. CENTRAL AC, BACK DECK JUST PAINTED. NICE QUIET PARK.

KIMBERLY DIGIACOMO Tassone Realty Corp.

94 Park Dr, Dover Plains, NY 12522

Est $506,166 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,101 Sq Ft
25 Temby Dr, Dover Plains, NY 12522

25 Temby Dr, Dover Plains, NY 12522

/11
$215,000
- Land
- 9.19 Acres
- $23,395 per Acre
0 Kent Rd Unit KEY882325, Amenia, NY 12592

9.19 versatile acres with remarkable vistas of the gorgeous Eastern Dutchess County countryside. At the moment you will have the ability to select a site for your dream home on this open rolling open meadow. Offering privacy and set well off the road the ideal homesite welcomes your vision and ingenuity.This parcel is currently being used as a hayfield; however, your horticultural and

Larry Havens

Havens Real Estate

(845) 439-2876

0 Kent Rd Unit KEY882325, Amenia, NY 12592
/10
$1,895 per month
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Condo for Rent
211 Old Rte 22, Wassaic, NY 12592

Property Id: 2209367Complete Renovation 2 Big Bedrooms Modern Bathroom never usedWater, Garbage, Landscape, Snow Removal, & Parking IncludedNew flooring, tiles, doors, windows, paint, etc.Has Mudroom with 2 Private entryways (Front & Back)Personal fenced backyardQuiet/ Clean Neighborhood next to bus/ train station, parks, shops, restaurants etc. call

211 Old Rte 22, Wassaic, NY 12592
$100,000 Sold Nov 25, 2025
- 1,288 Sq Ft
- $78/SF
- 93 Days On Market
- 3 Beds
- 2 Baths
- Built 1986
151 Scott Dr, Dover Plains, NY 12522

Beautiful Home in the Tally Ho Senior Community! Nestled on a premium lot, this charming and spacious home offers comfortable living in the desirable Tally Ho 55+ community. Step into the bright and open living room, dining area, and kitchen, all featuring vaulted ceilings that enhance the sense of space and light. The large kitchen is a chef’s dream, boasting abundant cabinetry and generous

Blake Michaud Serhant LLC

151 Scott Dr, Dover Plains, NY 12522

Est $532,004 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,946 Sq Ft
1402 Route 343, Washington, NY 12522

1402 Route 343, Washington, NY 12522

/20
$356,500 Pending
- 3 Beds
- 1.5 Baths
- 1,628 Sq Ft
39 Maple Ln, Dover Plains, NY 12522

Accepted Offer OK to show but there are 2 back up offers. Multiple offers Highest and best due Monday 09/22/25 by 4:00PM39 Maple Lane, Dover Plains, NY is being offered for sale for the first time since it was built in 1970. There is a blacktop driveway, a fenced in level yard and an ELEVATOR from ground level to upper level. This home appears to be well built and offers plenty of useable

Larry Havens

Havens Real Estate

(845) 506-8855

39 Maple Ln, Dover Plains, NY 12522
/27
$3,000 per month
- 3 Beds
- 1.5 Baths
- 2,272 Sq Ft
- House for Rent
21 Tinker Town Rd, Dover Plains, NY 12522

Step back in time to enjoy living in a gracious country home set on a historic farm. Classic architectural features and period details have been meticulously maintained in this 2,272 SF 3 bedroom, 1 1/2 bath home. Experience grandly proportioned rooms infused with light from oversized windows, wide plank flooring, high ceilings and gorgeous ornamental moldings surrounding the doors, archways and

Claudia Jiskra McGrath Realty Inc

21 Tinker Town Rd, Dover Plains, NY 12522
$350,000 Sold Nov 17, 2025
- 1,144 Sq Ft
- $306/SF
- 161 Days On Market
- 2 Beds
- 2 Baths
- Built 1960
593 Old State Route 22, Dover Plains, NY 12522

Discover a remarkable, unique country retreat featuring 2 bedrooms and 2 full bathrooms. This home was completely and impeccably renovated in 2022. Nestled on 3.1 acres of private land, this exquisite property offers peace and tranquility as well as wide open spaces just up the hill behind the home with amazing mountain views. When you enter this open concept home, you immediately feel the warmth

Maureen McElduff Mullaney BHHS Hudson Valley Properties

593 Old State Route 22, Dover Plains, NY 12522

Est $617,980 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,060 Sq Ft
1046 New York 343, Dover Plains, NY 12522

1046 New York 343, Dover Plains, NY 12522

/23
$419,000
- 3 Beds
- 2 Baths
- 1,523 Sq Ft
105 S Nellie Hill Rd, Dover Plains, NY 12522

Sellers are Motivated. The seller's family has moved abroad. They are very motivated. See new Price! 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

Larry Havens

Havens Real Estate

(845) 478-1624

105 S Nellie Hill Rd, Dover Plains, NY 12522
/7
$3,000 total monthly price
- 3 Beds
- 1 Bath
- 1,600 Sq Ft
- House for Rent
29 Kent Rd, Kent, CT 06757

Renovation is completed. Only item left to install is the granite counter tops in kitchen. Residential house on Route 7, note address is 29 Kent Road, Kent. Half mile south of downtown Kent, CT. Right across from the river with great views of river. Lots of natural light. Currently renovating entire building from top to bottom getting ready for a tenant. NEW- roof, windows, septic,

29 Kent Rd, Kent, CT 06757
$357,000 Sold Nov 14, 2025
- 1,520 Sq Ft
- $235/SF
- 86 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1964
10 Raymond Ave, Dover Plains, NY 12522

Tucked away at the end of a quiet cul-de-sac, this beautifully maintained country home is on the market for the first time since 1995. The home showcases gleaming hardwood floors throughout, with tasteful tile in the bathrooms. Each room has its own distinct charm and character.The main level features a sun-filled eat-in kitchen that flows seamlessly into a spacious great room with vaulted

Larry Havens Havens Real Estate

10 Raymond Ave, Dover Plains, NY 12522

Not Listed For Sale
- 2 Beds
- 1 Bath
- 924 Sq Ft
37 Mallard Way, Dover Plains, NY 12522

37 Mallard Way, Dover Plains, NY 12522

/15
$215,000
- Land
- 9.19 Acres
- $23,395 per Acre
0 Kent Rd Unit 20252538, Amenia, NY 12592

Welcome to 9.19 acres of rolling meadow, offering breathtaking vistas of the Eastern Dutchess County countryside. Tucked away from the road, this peaceful and private setting provides the perfect canvas for your dream home.Whether you're envisioning a simple retreat, a working farm, or a lush garden oasis, this land supports a wide range of possibilities.Enjoy easy access to Metro-North,

Larry Havens

Havens Real Estate

(845) 442-1853

0 Kent Rd Unit 20252538, Amenia, NY 12592
/19
$2,800 per month
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- House for Rent
202 Holsapple Rd, Dover Plains, NY 12522

This beautiful property with its circular driveway, pond, and expansive yard offers plenty of options for outdoor activities and relaxation. The home offers 3 bedrooms, 2 full bathrooms, a family room, and an open-concept kitchen and living room. This light-filled main floor interior has vaulted ceilings and hardwood floors. French doors lead out to a large deck with a covered portion that's

Marie-Louise Enderle BHHS Hudson Valley Properties

202 Holsapple Rd, Dover Plains, NY 12522
$80,000 Sold Nov 13, 2025
- Land
- 1.01 Acres
- $79,208 per Acre
- 53 Days On Market
15 Evan Rd, Dover Plains, NY 12522

Attention builders and end users! Level, cleared and shovel ready 1 acre lot in the heart of Dover Plains! Current 4 bedroom BOHA, no fill required for the septic. Backing up to 16+ acres of farm land, come build your dream home today! Bring your own builder or ask about options. Excellent location, minutes to town, the Town of Amenia, Wassaic Train Station, culinary grade restaurants shops and

Justin LaFalce KW MidHudson

15 Evan Rd, Dover Plains, NY 12522

/26
Est $353,116 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,152 Sq Ft
60 Willow Ln, Wassaic, NY 12592

60 Willow Ln, Wassaic, NY 12592

/44
$2,475,000
- 4 Beds
- 4.5 Baths
- 2,412 Sq Ft
56 Northrup Rd, Dover Plains, NY 12522

At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a

Adam Hade Compass Greater NY, LLC

56 Northrup Rd, Dover Plains, NY 12522
$570,000 Sold Oct 21, 2025
- 2,058 Sq Ft
- $277/SF
- 32 Days On Market
- 3 Beds
- 3 Baths
- Built 1962
283 & 279 Johnson Rd, Wingdale, NY 12594

Beautiful house, quiet setting, level park-like property with fully fenced back yard! In 2002, a huge 2nd floor addition and a full renovation of the main floor created an amazing home! The homeowners are INCLUDING 279 Johnson Rd, an adjoining lot with 2 Garages, 40x28 w/heat & 1/2 bath. 2nd garage is 24x24 - More info further down... Total acreage of lots is 1.13 acres. Let's go back to the

Lisa Liffland McGrath Realty Inc

283 & 279 Johnson Rd, Wingdale, NY 12594

Not Listed For Sale
- 2 Beds
- 2 Baths
- 980 Sq Ft
198 Sinpatch Rd, Wassaic, NY 12592

198 Sinpatch Rd, Wassaic, NY 12592

/42
$899,000
- 4 Beds
- 3 Baths
- 1,850 Sq Ft
73 Lake Ellis Rd, Wingdale, NY 12594

Welcome to your private equestrian retreat, just 4 miles from the Harlem–Valley Wingdale Train Station, 4 miles to charming Kent, CT, a mile away to the Appalachian Trail & easy access to Route 7 & Route 22. Set on a secluded private road off Lake Ellis, this property offers both convenience & privacy. Equestrian amenities include a main barn with 6 (12x10) stalls w/ hay loft, heated wash stall,

Christine Ricci Keller Williams NY Realty

73 Lake Ellis Rd, Wingdale, NY 12594
$389,000 Sold Oct 13, 2025
- 1,248 Sq Ft
- $312/SF
- 22 Days On Market
- 2 Beds
- 2 Baths
- Built 2004
154 Bog Hollow Rd, Wassaic, NY 12592

Discover serene country living in this beautifully maintained Ranch nestled on over 7 private acres. Enjoy the ease of single-level living with an open floor plan that seamlessly connects the kitchen and living room—perfect for entertaining. The formal dining area opens to a spacious deck, offering views of the backyard and a cozy fire pit, ideal for gatherings under the stars.This

Stephen Pener William Pitt Sothebys Int Rlty

154 Bog Hollow Rd, Wassaic, NY 12592

Est $524,244 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,943 Sq Ft
6 Jordyn Ln, Dover Plains, NY 12522

6 Jordyn Ln, Dover Plains, NY 12522

/31
$2,850,000
- 6 Beds
- 8 Baths
- 6,100 Sq Ft
644 Tower Hill Rd, Millbrook, NY 12545

A true country retreat on 109 picturesque acres on one of Millbrook’s most coveted roads, Tower Hill. This extraordinary country estate offers a rare blend of elegance, comfort, and timeless charm. The main residence, originally built in 1909 and remodeled in 2002, features five or six bedrooms, four full bathrooms, and three half bathrooms, designed for both everyday living and grand

Byron Anderson Compass Greater NY, LLC

644 Tower Hill Rd, Millbrook, NY 12545
$256,000 Sold Oct 03, 2025
- 1,836 Sq Ft
- $139/SF
- 52 Days On Market
- 2 Beds
- 2 Baths
- Built 2002
3465 Route 22, Dover Plains, NY 12522

Experience serene country living at 3465 Route 22, Dover Plains, NY 12522! This spacious, well-maintained ranch-style home offers the perfect blend of comfort and style, set back from the road for privacy and boasting breathtaking panoramic views of the surrounding Hudson Valley landscape. Step inside to discover a bright and inviting living room, complete with a cozy fireplace—perfect for

Omar Harper Epique Realty

3465 Route 22, Dover Plains, NY 12522

Est $1,300,381 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,866 Sq Ft
51 Elizabeth St, Kent, CT 06757

51 Elizabeth St, Kent, CT 06757

/50
$1,399,999
- 6 Beds
- 4.5 Baths
- 4,200 Sq Ft
57 Cedar Berry Ln, Dover Plains, NY 12522

Just 90 miles from New York City, at the end of a winding, tree-lined drive, a world unfolds where time slows down, and life takes on a different rhythm. This is the Hudson Valley escape you’ve been waiting for. A custom-built home with detached workshop on nearly five private acres, where every detail was designed to bring comfort, inspiration, and beauty into daily living.The moment you

Lindsay Stevens eXp Realty

57 Cedar Berry Ln, Dover Plains, NY 12522
$409,000 Sold Sep 15, 2025
- 1,656 Sq Ft
- $247/SF
- 62 Days On Market
- 4 Beds
- 2 Baths
- Built 1987
198 Benson Hill Rd, Dover Plains, NY 12522

Your Private Oasis Awaits: A Raised Ranch with Panoramic Views!Discover the potential in this four-bedroom, two-bath raised ranch, perfectly situated on just over an acre of private land. Imagine waking up to breathtaking panoramic mountain views right from your own home!This property offers a fantastic layout, including a finished basement that provides versatile living space with a

LUCIANA BENNETT McGrath Realty Inc

198 Benson Hill Rd, Dover Plains, NY 12522

Est $329,768 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,232 Sq Ft
16 Elizabeth St Unit 12, Kent, CT 06757

16 Elizabeth St Unit 12, Kent, CT 06757

/27
$1,150,000
- 2 Beds
- 1 Bath
- 1,216 Sq Ft
447 Butts Hollow Rd, Dover Plains, NY 12522

It seems to be a human instinct to define utopia as a garden, and this Millbrook property on Butts Hollow Road unequivocally deserves that designation. Not only gardens—which have been lovingly created and curated—but meadows and forest glens, falling water and meandering paths. Regardless of season, there is always something unexpected and lovely to greet you—a rippling sea of red poppies,

Candy Anderson Compass Greater NY, LLC

447 Butts Hollow Rd, Dover Plains, NY 12522
$465,000 Sold Sep 10, 2025
- 2,508 Sq Ft
- $185/SF
- 53 Days On Market
- 3 Beds
- 3 Baths
- Built 1991
1 Craig Ln, Dover Plains, NY 12522

Great Mother-daughter or income producing apartment in this very well maintained home in Dover. Upstairs has 3 bedrooms and 2 full bathrooms and a separate laundry room. The living room features hardwood flooring and an energy efficient heating and cooling mini split. Downstairs you’ll find a complete one bedroom, 1 bathroom apartment, perfect to offset the mortgage or produce income. New boiler

Richard Brenner Rich Brenner Realty, LLC

1 Craig Ln, Dover Plains, NY 12522

Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 6,251 Sq Ft
34 Macedonia Brook Rd, Kent, CT 06757

34 Macedonia Brook Rd, Kent, CT 06757

/3
$760,000
- 2 Beds
- 1 Bath
- 1,386 Sq Ft
80 Hunter Ln, Amenia, NY 12592

ONE OF A KIND PROPERTY HUNTING LAND AND 1,368 sq ft cabin.plus 462 sq ft loft. sleeps 8. three land parcels. 70 ACRES 50 ACRES and 12.4 ACRES for a total of 132.4 Acres. Part in forestry program as you might know. DBH over every 13 inches diameter Brest high is considered marketable trees approx. every 13 or 14 years a percentage of the younger trees have reached maturity to be harvested.

John Melchior Howard Hanna Rand Realty

80 Hunter Ln, Amenia, NY 12592
$290,000 Sold Aug 27, 2025
- 1,416 Sq Ft
- $205/SF
- 59 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1940
126 Christian Hill Rd Unit 128, Dover Plains, NY 12522

Charming Property with Potential Overview This lovely property is nestled within a robust estate area, offering the perfect blend of tranquility and opportunity. Set on 2 acres of land, the surroundings feature mature trees, a sweeping lawn, and the privacy that creates a serene oasis. Natural Light: The home benefits from ample natural light, enhancing the open feel of the kitchen and living

Toni Soule Bain Real Estate

126 Christian Hill Rd Unit 128, Dover Plains, NY 12522

Est $439,997 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,378 Sq Ft
12 Birch Hill Ln, Kent, CT 06757

12 Birch Hill Ln, Kent, CT 06757

/27
$11,995,000
- 9 Beds
- 9.5 Baths
- 13,737 Sq Ft
121 Butts Hollow Rd, Dover Plains, NY 12522

Perched above the rolling hills of Millbrook Hunt Country with sweeping Catskill Mountain views, this idyllic retreat and exceptional equestrian estate spans 185 ultra-private acres. Once the beloved property of Margaret Carnegie, only child of Andrew Carnegie, the estate preserves a rich legacy of elegance and prestige. Originally built in 1865, it has been thoughtfully expanded to blend

John Oliveira Douglas Elliman of Connecticut

121 Butts Hollow Rd, Dover Plains, NY 12522
$375,000 Sold Aug 27, 2025
- 1,786 Sq Ft
- $210/SF
- 22 Days On Market
- 3 Beds
- 1 Bath
- Built 1989
53 Glen Ave, Dover Plains, NY 12522

Charming, cozy and clean, you can move right in and live low-maintenance in this perfect home.The entire back end of the property abuts Butts Hollows Brook which runs year round and flows into Ten Mile River. Enjoy summers in the above ground pool with a beautiful brand new liner. Conveniently located 2 miles from Dover Plains train station. Shopping, schools and recreation are all nearby. This

Diana Wiemer Houlihan Lawrence Inc.

53 Glen Ave, Dover Plains, NY 12522

Showing Results 1 - 40, Page 1 of 18

New York Dutchess County Dover Plains

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage