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Homes for Sale near Keeseville Elementary School

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  • /40

    $3,900,000

    • 3 Beds
    • 2 Baths
    • 1,933 Sq Ft

    6 Hoyt Rd, Sherman, CT 06784

    Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 936-9247

    6 Hoyt Rd, Sherman, CT 06784
  • /46

    $815,000

    • 4 Beds
    • 4 Baths
    • 2,234 Sq Ft

    360 Old State Route 22, Dover Plains, NY 12522

    Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 412-9430

    360 Old State Route 22, Dover Plains, NY 12522
  • /8

    $169,900

    • Land
    • 3.04 Acres
    • $55,888 per Acre

    34 Front of the Mountain Rd, New Milford, CT 06776

    34 Front of The Mountain Road in New Milford is a premier parcel where you can enjoy the tranquility of Litchfield County. This scenic location offers a peaceful setting with stunning views, serving up a perfect blend of natural beauty and New England charm. Situated in New Milford, Front of the Mountain Road has a rural feel while still providing easy access to the amenities in town and nearby

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 752-1571

    34 Front of the Mountain Rd, New Milford, CT 06776
  • /39

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 4,599 Sq Ft

    17 Curtis Dr, Sherman, CT 06784

    Welcome to 17 Curtis Drive, a serene and private retreat tucked away on a quiet cul-de-sac in the picturesque town of Sherman, CT. Set on a beautifully wooded 2.03-acre lot just minutes from Candlewood Lake and the New York border, this unique property offers both a charming 3-bedroom, 3-bath main residence and a separate 1-bedroom, 1-bath studio apartment-perfect for flexible living

    Agent Photo

    Shaylene Neumann

    Houlihan Lawrence

    (860) 864-5648

    17 Curtis Dr, Sherman, CT 06784
  • /38

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,484 Sq Ft

    27 Smoke Ridge Dr, Sherman, CT 06784

    Nestled on 3.70 private acres in a tranquil Sherman setting, 27 Smoke Ridge Drive captures the essence of a refined country retreat. Framed by mature landscaping and classic stone walls, this exceptional property blends the timeless charm of a traditional Colonial with thoughtful updates designed for modern living. Sun-drenched interiors are enhanced by expansive windows that invite the outdoors

    Tanner Sneed Elyse Harney Real Estate

    27 Smoke Ridge Dr, Sherman, CT 06784
  • /2

    $1,195,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,675 Sq Ft

    60 Long River Rd, Sherman, CT 06784

    River Oaks Golf Course New Construction!! Sherman's best value. New construction 4 bedroom 4.5 bath colonial with open floorplan and 2 primary bedrooms. (main level and upper) Propane heat and Central Air. Composite decking. 9 Ft ceilings on the main level. 3 car attached garage. Hardwood floors throughout. Center island kitchen with large pantry and granite/quartz counters. All bedrooms have

    Joe Chemero Coldwell Banker Realty

    60 Long River Rd, Sherman, CT 06784
  • /30

    $1,299,999

    • 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 Compass Greater NY LLC

    165 Duell Hollow Rd, Wingdale, NY 12594
  • /31

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 3,434 Sq Ft

    128 Old Pawling Rd, Pawling, NY 12564

    You finally have the opportunity to own a home with year-round mountain views set on an expansive property. A place where you can bring your vision to life and transform the space into a true masterpiece. 128 Old Pawling Road is a beautifully positioned property in Pawling, NY, offering a rare combination of scenic views, generous land, and the potential to create a truly special home. Set back

    Juliska Martino Compass Greater NY, LLC

    128 Old Pawling Rd, Pawling, NY 12564
  • /34

    $695,000

    • 6 Baths
    • 5,952 Sq Ft

    685 Kent Rd, Gaylordsville, CT 06755

    Church for sale! Available to be used as a new denomination, or converted to a residence. Beautiful sanctuary complete with pews with more in balcony. It has several large meeting/class rooms and an office, with two restrooms. Could be converted into a very cool house! There is also a 2931 sf 3BR antique rectory house on the property, part of which has been rented as a residence and part of which

    Richard Pomerantz William Pitt Sotheby's Int'l

    685 Kent Rd, Gaylordsville, CT 06755
  • /40

    $900,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 3,419 Sq Ft

    7 Anderson Rd E, Sherman, CT 06784

    Welcome to 7 Anderson Hill Rd - a serene retreat set on over 7 acres of beautifully landscaped grounds, featuring specimen trees and vibrant perennial gardens that create a true sense of peace and privacy. A charming stone gravel driveway leads you to this stunning contemporary home offering 3 bedrooms, 2.5 baths, and a detached, heated 2-car garage. Inside, the dramatic two-story living room

    Regan Andrews Coldwell Banker Realty

    7 Anderson Rd E, Sherman, CT 06784
  • /48

    $1,799,000 Coming Soon

    • 5 Beds
    • 5.5 Baths
    • 5,390 Sq Ft

    41 and 43 Meeting House Rd, Pawling, NY 12564

    Rare 5-Acre Quaker Hill Estate with Guest Cottage: Discover the ultimate sanctuary at the crest of Quaker Hill, where 43 Meeting House Road stands as a testament to refined country living. Situated on a lush 5-acre parcel and set well back from a scenic country road, this estate offers a rare degree of privacy and tranquility, surrounded by sweeping meadows, historic horse farms and prestigious

    Richard Esman Douglas Elliman Real Estate

    41 and 43 Meeting House Rd, Pawling, NY 12564
  • /31

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,247 Sq Ft

    73 Long River Rd, Sherman, CT 06784

    This elegant four-bedroom home, built in 2021, is perfectly sited on 1.8 acres of professionally landscaped, private grounds. Designed for effortless single-level living, it features an open-concept layout with a chef's kitchen and center island, a welcoming living room with fireplace, and a sunlit dining area that all flows seamlessly to a covered porch with views toward the Housatonic River.

    Steve Pener William Pitt Sotheby's Int'l

    73 Long River Rd, Sherman, CT 06784
  • /40

    $695,000

    • 4 Beds
    • 3 Baths
    • 2,810 Sq Ft

    12 Quaker Ridge Rd, Sherman, CT 06784

    Tucked away on a quiet cul-de-sac just 1/2 mile from the New York state line, this home offers an appealing blend of privacy and convenience on two level acres in a tranquil, natural setting. The main level features generously sized rooms, including an eat-in kitchen with sliders to an exterior deck - ideal for indoor-outdoor living. The dining room and family room flank the kitchen, with the

    Irit Granger William Pitt Sotheby's Int'l

    12 Quaker Ridge Rd, Sherman, CT 06784
  • /14

    $154,900

    • Land
    • 5.21 Acres
    • $29,731 per Acre

    101 S Kent Rd, Gaylordsville, CT 06755

    Residential lot available at 101 South Kent Road, New Milford. Excellent opportunity to build in a desirable location with convenient access to town amenities and major roadways. Buyer to verify zoning, utilities, and building requirements. Can be purchased with adjacent lot for a package deal

    Levi Judqin Brass Moon Realty

    101 S Kent Rd, Gaylordsville, CT 06755
  • /4

    $100,000

    • Land
    • 1 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 Hillside Realty & Development

    149 Johnson Rd, Wingdale, NY 12594
  • /14

    $154,900

    • Land
    • 4.97 Acres
    • $31,167 per Acre

    100 S Kent Rd, Gaylordsville, CT 06755

    Residential lot available at 100 South Kent Road, New Milford. Excellent opportunity to build in a desirable location with convenient access to town amenities and major roadways. Buyer to verify zoning, utilities, and building requirements. Can be purchased with adjacent lot for a package deal

    Levi Judqin Brass Moon Realty

    100 S Kent Rd, Gaylordsville, CT 06755
  • /2

    $99,900

    • Land
    • 3.3 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
  • /8

    $150,000

    • Land
    • 20,037 Sq Ft
    • $326,087 per Acre

    20 Hickory Ln, Pawling, NY 12564

    Build your dream home on this exceptional 0.46-acre parcel, offering a rare blend of privacy, nature, and convenience. The property is BOH approved (3 bedroom residential dwelling), providing a smooth path to construction, and is landlocked at the rear, creating a peaceful, secluded setting. Enjoy access to two nearby lakes for fishing or swimming, or relax at the clubhouse. Drive into Pawling

    Tela Cook McGrath Realty Inc

    20 Hickory Ln, Pawling, NY 12564
  • /38

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,410 Sq Ft

    63 Hoags Corner Rd, Wingdale, NY 12594

    The most charming Cape Cod–styled home with a flexible layout spanning three floors is set on nearly an acre of mostly cleared land, framed by a picturesque mountain backdrop and ready to welcome its next owner. A sun-drenched covered front porch greets you on arrival, enclosed by windows on all three sides to create a truly delightful sitting room. Inside, the home opens to a nicely sized living

    Claudia Jiskra McGrath Realty Inc

    63 Hoags Corner Rd, Wingdale, NY 12594
  • /16

    $499,999 Open Sat 11AM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,347 Sq Ft

    1141 Old Quaker Hill Rd, Pawling, NY 12564

    Welcome Home! Tucked away along storied Old Quaker Hill, this antique charmer invites you to experience a slower, richer pace of living—where history lingers in every beam and modern comfort quietly supports it. Offered fully furnished (or unfurnished) and available for immediate occupancy, this cozy retreat blends timeless character with everyday ease, making it an ideal escape for your weekend

    Chinenye Aguoji Real Broker NY LLC

    1141 Old Quaker Hill Rd, Pawling, NY 12564
  • /8

    $239,000

    • Land
    • 2.4 Acres
    • $99,583 per Acre

    0 Route 22 Unit KEY976107, Dover, NY 12594

    Just above the Town of Pawling border, you will find this 2.4 acre parcel. Now, the Zoning is RU Residential. However, the town of Dover is making zoning changes, expanding the use to include commercial, retail, offices, businesses.

    Lisa Liffland McGrath Realty Inc

    0 Route 22 Unit KEY976107, Dover, NY 12594
  • /35

    $549,222

    • 3 Beds
    • 2.5 Baths
    • 2,104 Sq Ft

    5 Old Field Cir, Pawling, NY 12564

    Welcome to this beautifully maintained Victorian-style home, ideally situated in the highly sought-after Deerfield Ponds community at Squire Green in Pawling. From the inviting wraparound porch to the thoughtfully designed interior, this home offers timeless character paired with modern updates. The first floor features hardwood floors throughout, a formal dining room, and a sun-filled living

    Mark Seiden Mark Seiden Real Estate Team

    5 Old Field Cir, Pawling, NY 12564
  • /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
  • /25

    $2,250,000 New Construction

    • 4 Beds
    • 5 Baths
    • 4,900 Sq Ft

    8 Taber Rd, Sherman, CT 06784

    TABER ACRES -This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 7.4 acres means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation,

    Kathleen Harrison Coldwell Banker Realty

    8 Taber Rd, Sherman, CT 06784
  • /26

    $398,800

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft

    840 Old State Route 22, Dover Plains, NY 12522

    Welcome to this beautifully maintained three-bedroom home nestled in the heart of Dover. Offering the perfect blend of comfort and convenience, this property is ideal for both full-time living and a peaceful retreat. Step inside to find a bright and inviting layout featuring a spacious living area, a well-appointed kitchen, and a dining space perfect for everyday living or entertaining. The three

    Michael Lund Corcoran Country Living

    840 Old State Route 22, Dover Plains, NY 12522
  • /2

    $60,000

    • Land
    • 25,264 Sq Ft
    • $103,448 per Acre

    0 Cedar Ln Unit KEY971931, Dover, NY 12594

    This 0.58-acre parcel on Cedar Lane in Dover Plains, NY is Board of Health Approved for a 2 Bedroom Home, is available for $60,000. Located in a quiet, established neighborhood, this property offers a rare opportunity to build a custom home in the scenic Hudson Valley.Property HighlightsAcreage: 0.58 acres of level-to-sloping land, ideal for various residential designs.Location:

    Mark Snyder eXp Realty

    0 Cedar Ln Unit KEY971931, Dover, NY 12594
  • /2

    $45,000

    • Land
    • 27,878 Sq Ft
    • $70,312 per Acre

    0 Aldrich Rd, Wingdale, NY 12594

    This 0.64-acre parcel on Aldrich Road in Wingdale, NY is offered at $45,000. This property presents a unique opportunity for an investor or a visionary builder looking to create a custom residence in a quiet, rural setting.Property HighlightsAcreage: 0.64 acres of land in a serene, off-the-beaten-path location.Price: Competitive entry-point pricing at $45,000, reflecting the current

    Mark Snyder eXp Realty

    0 Aldrich Rd, Wingdale, NY 12594
  • /10

    $369,000

    • Land
    • 7.4 Acres
    • $49,865 per Acre

    8A Taber Rd, Sherman, CT 06784

    TABER ACRES-last lot in 3 lot subdivision. This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 400 AMP ELECTRIC SERVICE INSTALLED. 7.4 ACRES means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both

    Kathleen Harrison Coldwell Banker Realty

    8A Taber Rd, Sherman, CT 06784
  • /6

    $299,999

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    163 Old State Route 22, Dover Plains, NY 12522

    Discover the perfect blend of potential and land with this quaint cottage in Dover Plains. Nestled on 10.02 acres of expansive property, this two-bedroom, two-bathroom home is ideal for buyers looking to invest in a fixer-upper with endless possibilities. This property is a dream come true for outdoor lovers or those seeking privacy and space to roam, garden, or build. With a very affordable

    German Nielsen Newman Realty Inc

    163 Old State Route 22, Dover Plains, NY 12522
  • /24

    $275,000

    • 4 Beds
    • 1.5 Baths
    • 1,792 Sq Ft

    6A Birch Hill Ln, Kent, CT 06757

    Welcome to 6A Birch Hill Lane in Kent, a rare opportunity to own a home with direct frontage on the scenic Housatonic River. If you have been dreaming about peaceful views, the sound of the water, and a setting that truly feels like an escape, this is it. This 4 bedroom, 1.5 bathroom home offers 1,792 square feet of living space with a layout that is both practical and full of potential. The main

    Mark Mermelstein eXp Realty

    6A Birch Hill Ln, Kent, CT 06757
  • /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 Hillside Realty & Development

    149 Johnson Rd, Wingdale, NY 12594
  • /2

    $615,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,268 Sq Ft

    57 Colonial Ridge Dr, Gaylordsville, CT 06755

    Well-maintained, enjoyed, and cared for by its current owners, this inviting 4 BR Colonial is ready to begin its next chapter. Set in the desirable Gaylordsville Colonial Ridge neighborhood, just over the New York line in northern New Milford, minutes to the train, on the edge of South Kent, it offers both convenience and a peaceful, tranquil setting. This move-in-ready home is freshly painted

    WENDY WESTCOTT W. Raveis Lifestyles Realty

    57 Colonial Ridge Dr, Gaylordsville, CT 06755
  • /42

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,012 Sq Ft

    113 Dog Tail Corners Rd, Wingdale, NY 12594

    This is an overbuilt charming brick house that can easily be expanded. Look through double windows to an amazing view across the street. In Living room and Kitchen, tongue- and- groove knotty pine from ceiling to floor, brick fireplace in living room will keep the house cozy day/night. Kitchen has knotty-pine cabinets. Park your car (electric garage door) and walk through basement to upstairs and

    Tela Cook McGrath Realty Inc

    113 Dog Tail Corners Rd, Wingdale, NY 12594
  • /25

    $279,000

    • Land
    • 5.46 Acres
    • $51,099 per Acre

    41 Long River Rd, Sherman, CT 06784

    This exceptional 5.46-acre parcel, perfectly positioned on Long River Road, is the largest homesite in the private community of River Oaks Country Club. The lightly wooded setting offers privacy and a natural backdrop for your custom residence with potential for sweeping long views that capture the beauty of the Berkshire foothills. Club River Oaks provides access to world-class amenities,

    Donna Kennedy Compass Connecticut, LLC

    41 Long River Rd, Sherman, CT 06784
  • /47

    $949,000

    • 33 Beds
    • 2.5 Baths
    • 2,314 Sq Ft

    29 Farm Rd, Sherman, CT 06784

    Nestled on a quiet cul-de-sac in the highly desirable Sherman subdivision, this beautifully remodeled country contemporary offers over 2,700 square feet of inviting living space. Designed to capture natural light, the home features an open floor plan with dramatic floor-to-ceiling windows and stunning views of Happy Acres Farm, delivering breathtaking sunsets every evening. At the heart of the

    Angelina Valentini Coldwell Banker Realty

    29 Farm Rd, Sherman, CT 06784
  • /11

    $175,000

    • 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
  • /2

    $97,000

    • Land
    • 3.3 Acres
    • $29,394 per Acre

    488 Pleasant Ridge Rd, Poughquag, NY 12570

    Beautiful 3+ acres wooded lot in the Town of Union Vale. Convenient to TSP, Route 55 and Hudson River. BOHA.

    Graziano Tassone Tassone Realty Corp.

    488 Pleasant Ridge Rd, Poughquag, NY 12570
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