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Dover Homes for Sale

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  • /48

    $799,900 Open Sun 1PM - 3PM

    • 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
  • /28

    $529,000

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    476 Chestnut Ridge Rd, Dover Plains, NY 12522

    Escape to the serenity of the countryside with this beautifully updated California-style ranch, set on a private and picturesque 2.2-acre property. Designed for both comfort and style, this 3 bedroom home features a 32x16 in-ground pool and ample space for horses, with open fields extending beyond the backyard. Inside, gleaming hardwood floors flow through most of the living space, complementing

    Emelisa Mendoza RE/MAX Town & Country

    476 Chestnut Ridge Rd, Dover Plains, NY 12522
  • /34

    $787,000

    • 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
  • /27

    $399,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,844 Sq Ft

    41 Hillside Ave, Wingdale, NY 12594

    LET'S GO! Welcome to 41 Hillside Ave, a lovely 3 bedroom ranch styled home located directly in the middle of the charming Villages of Dover Plains and Pawling, in the quaint hamlet of Wingdale, with the conveniency of the Metro-North Train Station only a minute or two south on Route 22, as well as Boyce Park, the Dover Library, and Wingdale Elementary School literally a stone's throw away,

    Reid McGrath McGrath Realty Inc

    41 Hillside Ave, Wingdale, NY 12594
  • /39

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,135 Sq Ft

    30 Lake Ellis Rd, Wingdale, NY 12594

    This bright and inviting 3-bedroom, 1.5-bath ranch is the kind of home that’s becoming harder to find—a well-maintained, move-in ready property with a smart layout, modern touches, and room to grow.Set just 7 minutes from the train and town center, this peaceful retreat offers the best of both worlds: quiet country charm with quick access to shopping, dining, and transit. You’re only 15 minutes

    Alex Mashkin Keller Williams Realty Partner

    30 Lake Ellis Rd, Wingdale, NY 12594
  • /23

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    37 Rural Ave, Wingdale, NY 12594

    Located in the hamlet of Wingdale, this 3 bedroom, 2 bath home sits just minutes from the Metro-North station, nearby hiking trails and the shops and cafe's of Pawling. a spacious living room with hardwood floors opens directly into the kitchen, which boasts stone countertops, a subway-tile backsplash, a stainless-steel undermount sink and a bar-height counter for casual meals. The adjoining

    Jill Rose Houlihan Lawrence Inc.

    37 Rural Ave, Wingdale, NY 12594
  • /33

    $449,000

    • 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
  • /30

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    11 Birch Terrace, Pawling, NY 12564

    Welcome to Pawling Lake Estates - a private lake community about 10 minutes outside the Village of Pawling. This adorable cozy Cape is located on a dead-end road. Has 2 bedrooms but can easily live like a 3-bedroom home. Main level has eat in kitchen with breakfast nook, cozy living room with big bay window. 2 Bedrooms and a main bath. Doors in kitchen that lead out to a nice size deck

    Teddie Leonaggeo McGrath Realty Inc

    11 Birch Terrace, Pawling, NY 12564
  • /32

    $125,000

    • Land
    • 6 Acres
    • $21,404 per Acre

    0 Dugway Dr Unit KEY846082, Dover, NY 12564

    Welcome to Peace and Privacy! Almost 6 acres of Amazing Property, bordering over 400 acres of State Land!! Located just about a 90 min by Metro North, you will have endless outdoor adventures such as The Adirondack Trail as well as the nearby exciting Whaley Lake. Or, if you can have fun without a motorboat, you have your own neighborhood lake and beach around the corner. This expansive property

    Robert Pape Keller Williams NY Realty

    0 Dugway Dr Unit KEY846082, Dover, NY 12564
  • /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
  • /25

    $125,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    70 Sasso Ln, Wingdale, NY 12594

    Turn key Living in a Fully Renovated Home!Step into this beautifully renovated home, where comfort meets convenience in a move-in-ready space! Every detail has been upgraded, from the brand-new flooring to the newer appliances, ensuring modern functionality throughout.The spacious living room invites you in with a cozy wood-burning fireplace, perfect for chilly evenings, while the

    Tela Cook McGrath Realty Inc

    70 Sasso Ln, Wingdale, NY 12594
  • /23

    $429,000

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    45 Nicole Ln, Wingdale, NY 12594

    Experience the charm of this classic raised ranch, located in the suburban town of Wingdale, NY, within Dutchess County. This home offers 3 bedrooms and 2 full baths, including a private ensuite in the primary bedroom. The spacious kitchen flows into a separate dining and living room, with a fireplace, creating a warm and inviting atmosphere. Additionally, this home has a partially finished

    Gianna Schiavone Compass Greater NY, LLC

    45 Nicole Ln, Wingdale, NY 12594
  • /25

    $475,000

    • 3 Beds
    • 3 Baths
    • 2,508 Sq Ft

    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
  • /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

    $815,000

    • Land
    • 85 Acres
    • $9,626 per Acre

    0 Chestnut Ridge Rd Unit KEY823877, Dover, NY 12522

    Located on Chestnut Ridge Road, seven miles from the Village of Millbrook, this exceptional and unique 84+ acre land property offers not only great topographic diversity but also has ready approved subdivisions. It consists of two separate tax parcels, complementing each other as a whole or separately. The first 15+ acre lot is accessible with its own long driveway up to a large hay field with

    Marie-Laure Collins Compass Greater NY, LLC

    0 Chestnut Ridge Rd Unit KEY823877, Dover, 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
  • /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 incitive to allow multifamily dwellings to be built and/or commercial use buildings IE shopping centers. Available is survey, and several documents limited topo, tax map, ariels etc. Proposal of a large box store drawings available but not approved.

    Lydia Nioras Commerce Properties

    0 Route 22 Unit ONEH6222664, Dover, NY 12594

Frequently Asked Questions About 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.
Is Dover, CT a safe neighborhood?
Dover, CT is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Dover?
The median home price in Dover is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $2,210 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K 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:
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 12603, 10512, 12601, 06488 and 06776.
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.

Home Trends in Dover, CT

Home Trends

Median Price (12 Mo)
$399,500
Median Single Family Price
$402,500
Average Price Per Sq Ft
$271
Number of Homes for Sale
12
Last 12 months Home Sales
52
Months of Supply
2.80
Median List Price
$425,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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