Dover Homes for Sale

/10
$359,000
- 3 Beds
- 1.5 Baths
- 1,628 Sq Ft
39 Maple Ln, Dover Plains, NY 12522

Accepted Offer For the first time this well constructed 3-bedroom, 1.5 bath home on a huge level lot is being offered to settle the Estate. there are no photos online until the home is emptied out. Each room is well proportioned, ample closets, the ceiling height is 7'6", the home is dated, the carpets are worn and need to be replaced. Under the carpet are hardwood floors that will change the

Larry Havens

Havens Real Estate

(845) 506-8855

39 Maple Ln, Dover Plains, NY 12522
/16
$349,925
- 4 Beds
- 3 Baths
- 3,697 Sq Ft
45 Riverdale Dr, Wingdale, NY 12594

SHORT SALE! SALE SUBJECT TO BANK APPROVAL! THIS IS THE PERFECT HOME FOR THE EXTENDED FAMILY. 4+ BEDROOMS 3 FULL BATHS FULLY FINISHED BASEMENT. A TOTAL OF 3 CAR GARAGE, NICELY LANDSCAPED AND WITHIN CLOSE PROXIMITY TO ALL AMENITIES. BACKYARD SLOPES DOWN TO THE TEN MILE RIVER, GREAT CUL DE SAC LOCATION AND MORE. WELL KEPT. Additional Information: ParkingFeatures:1 Car Attached,2 Car Detached.

Patricia Cannizzaro

Century 21 Alliance Rlty Group

(845) 335-3774

45 Riverdale Dr, Wingdale, NY 12594
/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
/20
$379,900
- 3 Beds
- 1.5 Baths
- 1,520 Sq Ft
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

(845) 493-2818

10 Raymond Ave, Dover Plains, NY 12522
/40
$575,000
- 3 Beds
- 3 Baths
- 2,058 Sq Ft
283 Johnson Rd, Wingdale, NY 12594

Fabulous opportunity to purchase a Beautiful Home on .65 level ac on park-like property! Sellers are INCLUDING an adjoining .48 lot with Two Huge Detached Garages built in 2015, 40 X 28 and 24 X 24! Taxes and acreage for both lots are combined. Let's begin with the house. Inviting home was completely renovated in 2002 and expanded with a huge second floor primary suite. On the main level is a

Lisa Liffland McGrath Realty Inc

283 Johnson Rd, Wingdale, NY 12594
/34
$625,000
- 3 Beds
- 3 Baths
- 1,450 Sq Ft
54 Nanny Hill Rd, Pawling, NY 12564

This stunning home is brand new from Westchester modular, built with top-of-the-line finishes and quality materials. As soon as you step inside, you'll be greeted by a bright and airy open floor plan that creates a spacious and inviting atmosphere. The chef's kitchen is a standout feature, featuring an oversized island with a prep sink and high-end appliances that are sure to appeal to the

Kaye Saglibene

54 Nanny Hill Rd, Pawling, NY 12564
/50
$865,000
- 4 Beds
- 6 Baths
- 4,788 Sq Ft
211 Cricket Hill Rd, Dover Plains, NY 12522

This is the one—an exceptional and truly special property offering the perfect blend of refined living, natural beauty, and flexibility. Set against a breathtaking countryside backdrop, this Colonial Farmhouse-style home is nestled on just over 5 private, picturesque acres—perfectly suited for horses, weekend escapes, or year-round living. With nearly 4,800 square feet of thoughtfully crafted

Sherri Malone Coldwell Banker Realty

211 Cricket Hill Rd, Dover Plains, NY 12522
/47
$649,900
- 3 Beds
- 2 Baths
- 2,107 Sq Ft
28 Gobblers Knob Rd, Pawling, NY 12564

Welcome to 28 Gobblers Knob Road – A Hudson Valley Equestrian Retreat! Nestled in the heart of the stunning Hudson Valley, this beautiful 3-bedroom, 2-bathroom home sits on a breathtaking 20+ acre property offering peace, privacy, and natural beauty in every direction. Whether you're looking for a serene country getaway or a horse property, this one-of-a-kind home is the perfect match. The

Mark Snyder eXp Realty

28 Gobblers Knob Rd, Pawling, NY 12564
/3
$649,000
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
149 Johnson Rd, Wingdale, NY 12594

New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

Bliss Voutsinas

149 Johnson Rd, Wingdale, NY 12594
/33
$599,000
- 4 Beds
- 4.5 Baths
- 3,088 Sq Ft
763 Old State Route 22, Dover Plains, NY 12522

For those seeking the ultimate in charm and comfort, The Preston House, one of the accommodations at the renowned Old Drovers Inn Bed and Breakfast, is now available for sale. This beautifully renovated 3,088 SF colonial blends old-world elegance with modern conveniences, offering a truly unique living experience. Steeped in history, the home features period architectural details throughout,

Brian McGrath McGrath Realty Inc

763 Old State Route 22, Dover Plains, NY 12522
/48
$799,900
- 4 Beds
- 2.5 Baths
- 3,350 Sq Ft
134 Old Pawling Rd, Pawling, NY 12564

Beautiful Colonial home, Well Maintained level land W/Meadow view, for the first time on the market .This beautiful home offer 4 bedroom and 2 full bathroom and half Den room on the first floor, Bonus Room on the second floor, Formal living room and formal dining room, 1,25 acres .Gorgeous Oak eating kitchen with sliding door to the deck outside, family room and half bath. Second floor offer 4

Drita Shala Howard Hanna Rand Realty

134 Old Pawling Rd, Pawling, NY 12564
/14
$80,000
- Land
- 1.01 Acres
- $79,208 per Acre
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
/9
$275,000
- Land
- 15 Acres
- $17,776 per Acre
0 Cricket Hill Rd, Wingdale, NY 12594

This land is ready for you to fulfill your dreams. 15.47 acres in a pastoral setting. With multiple potential hilltop building sites, choose your view from awe inspiring western sunsets to eastern mountain views overlooking the Ten Mile River. There is plenty of room up top to build your country escape and fulfill your dreams, whether it is adding a barn for a small hobby farm, avid collector,

Brian McGrath McGrath Realty Inc

0 Cricket Hill Rd, Wingdale, NY 12594
/10
$130,000
- 3 Beds
- 1 Bath
- 1,440 Sq Ft
23 Clearview Rd, Wingdale, NY 12594

23 Clearview Rd, Wingdale, NY – Multi-Family OpportunityTwo homes for the price of one! This unique multi-family property sits on a .38-acre lot and includes a detached two-car garage—perfect for extra storage or workshop space. The main home features a primary bedroom with an ensuite bath, plus two additional bedrooms, a spacious kitchen, and a comfortable living room. The second home offers

Peggy MacLeay-Generoso McGrath Realty Inc

23 Clearview Rd, Wingdale, NY 12594
/2
$180,000
- Land
- 5.00 Acres
- $36,000 per Acre
591 Bog Hollow Rd, Wassaic, NY 12592

Discover the perfect blend of peace, privacy, and potential with this beautiful 5-acre residential building lot located in the scenic hamlet of Wassaic, NY. Nestled in the heart of Dutchess County, this spacious parcel offers a rare opportunity to build your dream home or weekend retreat surrounded by nature. With ample space for a custom residence, gardens, and outdoor living areas, the

Tiffiany West RE/MAX Distinguished Hms.&Prop

591 Bog Hollow Rd, Wassaic, NY 12592
/33
$419,000
- 4 Beds
- 2 Baths
- 1,656 Sq Ft
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
/4
$100,000
- Land
- 1.00 Acre
- $100,000 per Acre
149 Johnson Rd, Wingdale, NY 12594

Land for sale with board of health approval- Approved plans for a 3 bedroom, 3 bathroom raised ranch home. Well is drilled, land is ready to start building your dream home today

Bliss Voutsinas

149 Johnson Rd, Wingdale, NY 12594
/24
$339,999
- 3 Beds
- 2 Baths
- 1,459 Sq Ft
218 Johnson Rd, Wingdale, NY 12594

Charming 3-Bedroom Home on 2.5 Acres in WingdaleWelcome to this well-maintained 3-bedroom, 2-bathroom single-family home offering 1,459 sq. ft. of comfortable living space. Nestled on 2.5 private acres in Wingdale, this home combines peace, privacy, and practicality—perfect for those seeking a forever home. Home is being sold AS-IS.Recent updates include a new sump pump, front

Jennifer McQueen-Sealy Clarke Realty & Associates LLC

218 Johnson Rd, Wingdale, NY 12594
/11
$169,000
- 3 Beds
- 1 Bath
- 1,092 Sq Ft
14 SE Mountain Rd, Wingdale, NY 12594

RARE FIND !! FULLY DETACTED 3 BR / 1 BTH / SPLIT LEVEL SINGLE FAMILY HOUSE W UNFIN. BSMT & FULL REAR DECK W LARGE WRAP AROUND BACK YARD LOCATED IN THE HEART OF PEACE AND TRANQILITY OF WINGDALE.. Featurning 3 BR's + WALK IN LARGE PANTRY ( 1st Floor Walk In Bedroom) Living Room, Kitchen, Basement, Large Back & Side Yard. Septic Tank for plumbing and Underground Oil Tank For Heating (SELLER NOT

Crystal Jones Voro LLC

14 SE Mountain Rd, Wingdale, NY 12594
/33
$429,000
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
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

MAUREEN MCELDUFF MULLANEY BHHS Hudson Valley Properties

593 Old State Route 22, Dover Plains, NY 12522
/9
$1,075,000
- Land
- 86 Acres
- $12,500 per Acre
Northrup Northrup Rd, Dover, NY 12522

A special property for someone seeking a quiet private location to create an estate with great view potential. The property is grown over but offers approximately 4o plus or minus acres of crop land if and when reclaimed. High elevations -highest point is 1050 feet. Excellent location, conveniently situated to Millbrook Village, Amenia Village, Kent, Ct., and only two miles to the Hamlet of

Robert D Ferris R. Ferris Real Estate, LLC

Northrup Northrup Rd, Dover, NY 12522
/3
$89,900
- Land
- 5 Acres
- $17,767 per Acre
0 Sheldon Rd Unit KEY832601, Dover, NY 12594

Sheldon Rd is peaceful and quiet, not a through road. The road is town maintained. Residential use only, Off-the-Grid homes are acceptable. Upward sloping property is lightly wooded with a pretty seasonal view.

Lisa Liffland McGrath Realty Inc

0 Sheldon Rd Unit KEY832601, Dover, NY 12594
/14
$135,000
- 3 Beds
- 1.5 Baths
- 1,900 Sq Ft
160 Holpsapple Rd Unit 52, Dover Plains, NY 12522

Welcome to this charming 3-bedroom, 2-bathroom mobile home in Dover! Enjoy the open floor plan with a spacious living area, perfect for gatherings. The well-appointed kitchen offers ample storage, and the primary suite comes with a private bath for added comfort. With two additional bedrooms, this home is perfect for all! Located in a great community, close to local amenities and schools. Don't

MICHAEL SANTARPIA K. Fortuna Realty, Inc.

160 Holpsapple Rd Unit 52, Dover Plains, NY 12522
/30
$1,799,999
- 2 Beds
- 1 Bath
- 1,600 Sq Ft
165 Duell Hollow Rd, Wingdale, NY 12594

Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond making it an ideal

Bianca D'Alesandro Serhant LLC

165 Duell Hollow Rd, Wingdale, NY 12594
/36
$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
/11
$195,000
- Land
- 1.85 Acres
- $105,405 per Acre
0 New York 22, Dover Plains, NY 12522

Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

Adam Hade Compass Greater NY, LLC

0 New York 22, Dover Plains, NY 12522
/11
$205,000
- Land
- 2.50 Acres
- $82,000 per Acre
0 New York 22, Dover Plains, NY 12522

Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

Adam Hade Compass Greater NY, LLC

0 New York 22, Dover Plains, NY 12522
/11
$190,000
- Land
- 1.66 Acres
- $114,458 per Acre
0 New York 22, Dover Plains, NY 12522

Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

Adam Hade Compass Greater NY, LLC

0 New York 22, Dover Plains, NY 12522
/7
$69,900
- Land
- 2.70 Acres
- $25,889 per Acre
0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564

An expansive 2.7-acre parcel of land nestled serenely along a picturesque country road, offering a charming and tranquil setting.The land goes downhill from the road to a designated wetland and then rises quite sharply through mature woodland. This idyllic property is conveniently situated near the highly accessible and major thoroughfare, Route 22, ensuring ease of travel and connectivity to

Michael Martell eXp Realty

0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564
/2
$119,000
- Land
- 13 Acres
- $8,941 per Acre
0 Cart Rd Unit KEY833895, Dover, NY 12522

Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

Graziano Tassone Tassone Realty Corp.

0 Cart Rd Unit KEY833895, Dover, NY 12522
/2
$119,000
- Land
- 13 Acres
- $8,941 per Acre
0 Cart Rd Unit KEYH6268558, Dover, NY 12522

Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

Graziano Tassone Tassone Realty Corp.

0 Cart Rd Unit KEYH6268558, Dover, NY 12522
/2
$99,900
- Land
- 3.30 Acres
- $30,273 per Acre
Lot 7 Brookview Rd, Dover, NY 12522

Located approximately 6.5 miles from the Village of Millbrook. Trains to New York City are available only 3.3 miles away at the Metro North Station in Dover Plains. Picturesque Stone Brook traverses the property. Ideal for your weekend or year-round dream home. Board of Health Approved and no fill required.

Robert D Ferris R. Ferris Real Estate, LLC

Lot 7 Brookview Rd, Dover, NY 12522
/2
$599,000
- Land
- 8 Acres
- $74,875 per Acre
0 Route 22 Unit ONEH6222664, Dover, NY 12594

Raw Land - Located on Route 22 in Wingdale/Dover Plains. Approximately 8 acres. The Town of Dover is progressing with a comprehensive rezoning initiative to allow multifamily dwellings to be built OR commercial use buildings IE shopping centers or other uses. Available is survey, and several documents limited topo, tax map, ariels etc. Proposal of a large box store drawings available but not

Lydia Nioras Commerce Properties

0 Route 22 Unit ONEH6222664, Dover, NY 12594

Connecticut Fairfield County Sherman Dover

Frequently Asked Questions Why Live in Dover

Is Dover a good place to live?

Dover is a good place to live. Dover is considered very car-dependent and somewhat bikeable. Dover has 1 park for recreational activities. It has a median age of 43. The average household income is $102,303 which is above the national average. College graduates make up 20.2% of residents. A majority of residents in Dover are home owners, with 27.7% of residents renting and 72.3% of residents owning their home. A local real estate agent serving Dover can help you decide if this neighborhood is the right one for you. Learn more on our Dover neighborhood guide.

How much do you need to make to afford a house in Dover?

The median home price in Dover is $419,990. If you put a 20% down payment of $84,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,170 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $93K a year to afford the median home price in Dover. The average household income in Dover is $102K.

What are the best public schools in Dover?

The best public schools that serve Dover are:

Pawling High School has an A- Niche grade, a student teacher ratio of 12:1 and an average review score of 3.5.
Pawling Middle School has a B+ Niche grade, a student teacher ratio of 10:1 and an average review score of 4.0.
Pawling Elementary School has a B+ Niche grade and a student teacher ratio of 12:1.

What are the best private schools in Dover?

The best private schools that serve Dover are:

South Kent School has an A+ Niche grade, a student teacher ratio of 11:1 and an average review score of 4.7.
Kent School has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 4.4.

What are the most popular zip codes in Dover, Sherman, CT?

The most popular zip codes in Dover, Sherman, CT include 12522, 12594, 12564, 06784 and 12545.

What are the most popular neighborhoods near Dover, Sherman, CT?

The most popular neighborhoods near Dover, Sherman, CT are Union Vale, Washington, Amenia, Beekman and LaGrange.

Are home prices dropping in Dover?

Yes, home prices in Dover are down 12% in the last 12 months.

Learn more about living in Dover

Home Trends in Dover, CT

On average, homes in Dover, Sherman sell after 50 days on the market compared to the national average of 70 days. The median sale price for homes in Dover, Sherman over the last 12 months is $380,900, up 23% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$380,900

Median Single Family Sale Price

$419,990

Median 2 Bedroom Sale Price

$875,900

Average Price Per Sq Ft

$266

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

1.30

Median List Price

$419,990

Median Change From 1st List Price

Median Home Sale Price YoY Change

23%

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