Homes for Sale near The Woodhall School

/40
$575,000
- 4 Beds
- 2.5 Baths
- 2,512 Sq Ft
267 North St, Watertown, CT 06795

**Much larger than it appears!** Offering 2,512 square feet of living space, this beautifully updated Cape blends timeless New England charm with the spacious layout today's buyers are searching for. Nestled on 267 North Street, this home offers exceptional curb appeal with professionally designed paver walkways, attractive stonework, and beautifully landscaped grounds. Step inside and prepare to

Greg DeFazio

Greg DeFazio

267 North St, Watertown, CT 06795
Explore The Woodhall School
/35
$969,900
- 4 Beds
- 3.5 Baths
- 3,146 Sq Ft
217 Hinman Rd, Watertown, CT 06795

Own a Piece of Paradise! Builders' own home! Nestled nearly 1,000 feet from the road on 65 breathtaking acres of conservation-protected land, this extraordinary custom Cape offers the perfect blend of privacy, luxury, and nature. Enjoy spectacular sunsets from your front porch, peaceful country living, and abundant wildlife right outside your door. Built in 2019, this exceptional home offers 3146

Dawn Cabral

West View Properties, LLC

217 Hinman Rd, Watertown, CT 06795
/40
$789,000
- 4 Beds
- 4 Baths
- 3,072 Sq Ft
195 Town Line Hwy, Watertown, CT 06795

Welcome to 195 Town Line Highway, Watertown! Ideally situated on the Watertown-Bethlehem town line. This custom-built Colonial offers the perfect blend of elegance, space, and privacy. Built in 2004 and offering over 3,000 square feet of living space, this impressive 4-bedroom, 2 full bath, 2 half bath home is nestled on a picturesque 2.89-acre lot with beautiful views and a desirable

Ken Demirs

Regency Real Estate, LLC

195 Town Line Hwy, Watertown, CT 06795
/3
$995,000

New Construction Coming Soon
- 4 Beds
- 3 Baths
- 3,485 Sq Ft
191 Northfield Rd, Watertown, CT 06795

Coming Soon! Exceptional New Construction on 6.59 private acres in Watertown with breathtaking views and a setting that's perfect for horse enthusiasts, car collectors, or anyone seeking the ultimate country retreat. This stunning 3 or 4 bedroom, 3 full bath home offers a bright, open floor plan with soaring vaulted ceilings, gorgeous hardwood floors throughout, and a spacious bonus room over the

Ken Demirs

Regency Real Estate, LLC

191 Northfield Rd, Watertown, CT 06795
/36
$1,395,000
- 3 Beds
- 2.5 Baths
- 2,346 Sq Ft
509 Weekeepeemee Rd, Woodbury, CT 06798

Steeped in 18th-century charm, this rare 1747 Saltbox estate seamlessly marries historic integrity with modern luxury. Tucked away on a peaceful country lane, the main home boasts original wide-plank wood floors, dual fireplaces, twin staircases, authentic built-ins, and freshly renovated baths. At its heart is the kitchen featuring Viking appliances and granite counters that open to garden

Carla Mascaro William Pitt Sotheby's Int'l

509 Weekeepeemee Rd, Woodbury, CT 06798
/39
$3,295,000

$100K PRICE DROP
- 7 Beds
- 9 Baths
- 7,002 Sq Ft
10 Sunny Ridge Rd, Washington, CT 06793

Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and

Peter Klemm Klemm Real Estate Inc

10 Sunny Ridge Rd, Washington, CT 06793
/12
$749,000

New Construction $46K PRICE DROP
- 4 Beds
- 3.5 Baths
- 2,611 Sq Ft
Lot 20 Bassett Rd, Watertown, CT 06795

ASK ABOUT HOW YOU CAN OWN THIS HOME FOR JUST 5% DOWN TOTAL! Privacy at its finest at this Custom built Ranch with exquisite architecture and expansive open floor plan! Plot plan comes with a designated area to have a potential built-in pool. This property is a ready to build in this established neighborhood. Attractive, flat, 1.14 acres, FULLY APPROVED building lot. Enjoy high-end finishes

David Aurigemma Regency Real Estate, LLC

Lot 20 Bassett Rd, Watertown, CT 06795
/35
$1,495,000

$350K PRICE DROP
- 6 Beds
- 5 Baths
- 4,219 Sq Ft
28 Sunny Ridge Rd, Washington, CT 06793

Historic home with untapped potential in Washington. Set on 3.8 serene acres in the Sunny Ridge Historic District, this 1846 Colonial contains elements of the original house which was built in 1768 on the same location. With approximately 4,200 square feet of living space, the home's six bedrooms and three full, two half baths provide a flexible layout ready for a thoughtful renovation. The

Sally Cornell Klemm Real Estate Inc

28 Sunny Ridge Rd, Washington, CT 06793
/34
$1,575,000

$350K PRICE DROP
- 3 Beds
- 3 Baths
- 2,992 Sq Ft
819 Main St N, Woodbury, CT 06798

Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back

Sindy Butkus Klemm Real Estate Inc

819 Main St N, Woodbury, CT 06798
/27
$589,000
- Land
- 18.26 Acres
- $32,256 per Acre
2581 Litchfield Rd, Watertown, CT 06795

18.26 Acres of beautiful Litchfield County land with summer cottage AND post and beam barn with loft. Some options include building a home / estate, practicing agriculture, conservation, outdoor recreation, or just relaxing and enjoying! Live in the cottage while building. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and has 2 box stalls and a straight stall, hay or

Vincent Gualtieri Town & Country Real Estate

2581 Litchfield Rd, Watertown, CT 06795
/39
$820,000

$157K PRICE DROP
- 3 Beds
- 3.5 Baths
- 2,630 Sq Ft
63 Shearer Rd, Washington, CT 06793

Splendor & Solitude! Warm and versatile country Cape tucked back within a beautiful natural landscape. Take advantage of this unique opportunity for privacy and acreage in this most beautiful area of town. Bring your wish-list and creative vision to life in this sweet and potential-packed home & property. The very livable main level floor plan features a traditional center-hall, open to a bright

Carole Sansone William Raveis Real Estate

63 Shearer Rd, Washington, CT 06793
/40
$775,000

$75K PRICE DROP
- 3 Beds
- 2 Baths
- 1,958 Sq Ft
44 Bantam Lake Heights, Morris, CT 06763

Lake life is calling! Includes separate lakefront parcel on Bantam Lake. This immaculate home is ready for your vision to complete and memories to be made on the lake. Large attached addition with primary suite and living space roughed in and ready to be finished AND roughed in bonus space ready to be finished over large 3 car detached garage! The existing home was essentially rebuilt with new

Breanna Goebel Compass Connecticut, LLC

44 Bantam Lake Heights, Morris, CT 06763
/23
$1,100,000
- 4 Beds
- 3.5 Baths
- 3,836 Sq Ft
114 Wheeler Farm Rd, Watertown, CT 06795

Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a

Arben Belica William Raveis Real Estate

114 Wheeler Farm Rd, Watertown, CT 06795
/26
$760,000

$35K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,336 Sq Ft
38 W Mountain Ln, Roxbury, CT 06783

Tucked away on a long private road, this light and bright Roxbury retreat combines timeless character with modern comfort. The home features three spacious bedrooms and two and a half baths, thoughtfully designed for both everyday living and effortless entertaining. Soaring ceilings with exposed beams and abundant skylights fill the interior with natural light, highlighting the warmth of

Maria Taylor Klemm Real Estate Inc

38 W Mountain Ln, Roxbury, CT 06783
/40
$399,900

Open Sun 12PM - 3PM
- 3 Beds
- 2 Baths
- 1,510 Sq Ft
161 Chestnut Grove Rd, Watertown, CT 06795

Welcome to 161 Chestnut Grove Road, where timeless charm meets everyday comfort. Nestled on a peaceful half acre lot, this inviting 3/bed, 2/bath bungalow offers over 1500 sq/ft. of living space filled with character and natural light. The spacious dining room features a classic built-in hutch and flows into the living room, complete with French doors leading to a generous deck overlooking the

Dawn Ciappetta Coldwell Banker Realty

161 Chestnut Grove Rd, Watertown, CT 06795
/4
$250,000
- Land
- 14.9 Acres
- $16,779 per Acre
0 Hoop Pole Hill, Woodbury, CT 06798

An exceptional opportunity to own 76.9 +/- acres in one of Woodbury's most desirable locations. This unique offering includes two contiguous parcels to be sold together, consisting of this 14.9-acre parcel and the adjoining 62-acre parcel (MLS #24192209). Featuring a charming 3-bedroom home, the property offers a rare combination of rolling meadows, mature woodlands, and open fields, creating

Chris Ferguson Keller Williams Realty

0 Hoop Pole Hill, Woodbury, CT 06798
/40
$1,790,000

$110K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,732 Sq Ft
40 Ruffin Rd, Woodbury, CT 06798

It's rare to find a vintage estate tucked away from a main road, but this one sits at the end of a private lane, opening to 6.3 enchanting acres framed by stone walls, manicured gardens, and a charming vintage home. The property includes a large custom two-story pole barn, inground pool, detached three-bay garage, and an adorable potting shed. The great room flows into a kitchen with handmade

Mary Ann Bennett Drakeley Real Estate, Inc.

40 Ruffin Rd, Woodbury, CT 06798
/16
$649,900

Open Sun 11AM - 2PM $10K PRICE DROP
- 3 Beds
- 3 Baths
- 2,290 Sq Ft
219 Wood Creek Rd, Bethlehem, CT 06751

*SELLER WILLING TO OFFER CONCESSIONS AT CLOSING* Set on 1.5 acres in the heart of Bethlehem, this well-maintained home features vaulted ceilings, a cozy fireplace, custom built-in bookcases, and an open, welcoming layout. The kitchen includes granite countertops, stainless steel appliances, ample cabinetry, and convenient access to the dining area. Main-level laundry adds everyday ease. The

Jason Saphire www.HomeZu.com

219 Wood Creek Rd, Bethlehem, CT 06751
/7
$1,200,000
- Land
- 83.99 Acres
- $14,287 per Acre
00 Litchfield Rd, Watertown, CT 06795

An exceptional opportunity to acquire / develop 84.01 of land on Litchfield Road in Watertown, Connecticut. The portion with frontage is zoned R-30 consists of 27.38 acres. The other portion consisting of 56.63 Acres is situated in the R-70 Zone Residential land with frontage on Butternut Lane. [BUTTERNUT ROAD IS SUBSTANDARD & PAPER IN PART] This expansive parcel offers outstanding potential for

Robert Ghent Ghent Realty Advisors

00 Litchfield Rd, Watertown, CT 06795
/21
$549,000

$50K PRICE DROP
- 2 Beds
- 1 Bath
- 962 Sq Ft
2581 Litchfield Rd, Watertown, CT 06795

Cottage with post and beam Barn with loft on 15+ acres. Fields, woods, small pond, farm. Barn is 24x 36 overall and has 2 box stalls and a straight stall, hay or other storage a wash stall, and a finished loft apartment with kitchen, living areas, bedroom and bathroom. Options include practicing agriculture, hunting, relaxing and building an estate. Additional land available for a house. See MLS

Vincent Gualtieri Town & Country Real Estate

2581 Litchfield Rd, Watertown, CT 06795
/32
$874,900
- 4 Beds
- 2.5 Baths
- 3,528 Sq Ft
193 Stoney Brook Ln, Watertown, CT 06795

Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since

Sarah Hull Coldwell Banker Realty

193 Stoney Brook Ln, Watertown, CT 06795
/39
$865,000
- 4 Beds
- 2 Baths
- 4,819 Sq Ft
1917 Main St N, Woodbury, CT 06798

Built in 1854, this 5.91 acre property offers an incredible value impossible to replicate today for the price. The property includes an Italianate stone home with an approx 675 sq foot retail/office room with a separate entrance at the driveway, a 28' x 53' post and beam barn with a full walkout lower level, a large pond, stone walls, incredible perennial garden surround, and a 21' x 45'

Amy Lapierre Coldwell Banker Realty

1917 Main St N, Woodbury, CT 06798
/2
$1,076,000

Open Sat 11AM - 2PM Coming Soon
- 4 Beds
- 2 Baths
- 3,418 Sq Ft
18 East St, Bethlehem, CT 06751

Rare Bethlehem Offering - 1740s Antique + Commercial-Ready Barn on 2 Acres Welcome to a rare offering in the heart of Bethlehem, CT, sited at the town's famous blinking light with easy proximity to Washington, Litchfield & Woodbury. Dating to the 1740s, this sensitively preserved 4-bedroom antique is rich with period charm - 5 fireplaces, including a 12' hearth housing a beehive oven, historic

Brandy Granata Coldwell Banker Realty

18 East St, Bethlehem, CT 06751
/28
$1,995,000
- 2 Beds
- 2.5 Baths
- 1,150 Sq Ft
210 South St, Morris, CT 06763

Set across 25 picturesque acres in the heart of Morris, Fox Crossing stands as one of Litchfield County's most distinguished equestrian facilities. This turnkey operation features 40 stalls, rolling hayfields, expansive turnout pastures, and exceptional amenities for boarding, training, and horse shows. The main barn offers 23 rubber-matted stalls with dutch windows, a heated boarders' lounge,

William Stuart Berkshire Hathaway NE Prop.

210 South St, Morris, CT 06763
/28
$1,100,000
- 4 Beds
- 4 Baths
- 4,491 Sq Ft
16 Gate Post Ln, Woodbury, CT 06798

Spacious Colonial in desirable Carriage Hills offers approximately 5,700 square feet of living space, including a walk-out lower level that is well suited for an in-law suite or au pair quarters. The main level features wood floors, formal living and dining rooms, an eat-in kitchen, a bedroom, a full bath, and a family room with a fireplace that opens to an oversized deck. Upstairs, you'll find

Sindy Butkus Klemm Real Estate Inc

16 Gate Post Ln, Woodbury, CT 06798
/40
$1,949,000

$526K PRICE DROP
- 4 Beds
- 4.5 Baths
- 4,874 Sq Ft
1030 Washington Woodbury Rd, Roxbury, CT 06783

NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers scale, privacy, and the relaxed elegance that defines Litchfield County living. Designed for both comfortable daily living and effortless entertaining, the home opens to expansive grounds, a pool, and a setting defined by natural beauty and understated presence. With generously proportioned rooms and a strong

Judith Auchincloss Klemm Real Estate Inc

1030 Washington Woodbury Rd, Roxbury, CT 06783
/28
$745,000

New Construction
- 3 Beds
- 2.5 Baths
- 2,060 Sq Ft
86 Quail Run Rd, Woodbury, CT 06798

QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun with completion possible in early October. #86 is a 3 BR, 2.5

Scott Volpe Coldwell Banker Realty

86 Quail Run Rd, Woodbury, CT 06798
/2
$149,900
- Land
- 1.6 Acres
- $93,688 per Acre
254 Stoddard Rd, Morris, CT 06763

Build your dream home in the sought-after Litchfield Hills of Morris, CT! This 1.6-acre approved building lot includes soil/perk and septic plans on file and is tucked away on a quiet, secluded road. Enjoy being just 1.5 miles from Bantam Lake, award-winning farm-to-table dining, shopping, and outdoor recreation. Just a short ride to the Litchfield Green and Conveniently located just 2 hours from

Denise Georgiadis Berkshire Hathaway NE Prop.

254 Stoddard Rd, Morris, CT 06763
/30
$825,000
- 2 Beds
- 1.5 Baths
- 1,560 Sq Ft
72 Hickory Hill Rd, Lakeside, CT 06758

Experience the perfect blend of sophisticated design and rural tranquility in Lakeside. This beautifully remodeled cottage has been reimagined with a distinct modern flair, offering a turnkey escape that balances contemporary finishes with the peaceful soul of Morris. This recent renovation has been executed with an eye for style, making it an ideal sanctuary for those seeking a chic weekend

Phil Fox William Pitt Sotheby's Int'l

72 Hickory Hill Rd, Lakeside, CT 06758
/2
$1,150,000
- Land
- 42.6 Acres
- $26,995 per Acre
0 Flanders Rd, Woodbury, CT 06798

East Meadowbrook Farm presents a rare opportunity to own a legacy New England property offered for the first time since 1918. Encompassing 42 acres, including 15 rolling, sun-drenched acres of open fields, this former dairy and Christmas tree farm is bordered by 250 acres of protected Flanders Nature Center conservation land, creating an extraordinary sense of privacy and permanence. A quarter

Tim Drakeley Drakeley Real Estate, Inc.

0 Flanders Rd, Woodbury, CT 06798
/21
$160,000
- Land
- 2.5 Acres
- $64,000 per Acre
0 Litchfield Rd Unit 24148536, Watertown, CT 06795

Spectacular Mountaintop Land! You will be surrounded by forest, farms, fields and wildlife. Private 2.5 acre interior lot. One of the highest spots in Watertown CT. Property is on the Bethlehem town line and close to the Morris town line. Zoning Permit previously issued. Words cannot describe how fantastic a property this is. If privacy is what you want, this is for you. A distinct place for a

Vincent Gualtieri Town & Country Real Estate

0 Litchfield Rd Unit 24148536, Watertown, CT 06795
/40
$680,000

Open Sun 10:30AM - 12PM
- 4 Beds
- 3.5 Baths
- 3,050 Sq Ft
49 Guilds Hollow Rd, Bethlehem, CT 06751

Relax by your pool in complete privacy, just minutes from the town center and only 15 minutes to neighboring towns like Woodbury, Washington, Litchfield, and Watertown. This legal two-family home features a spacious studio apartment with a large kitchen and private entrance. Designed by the original owner, a NY designer, the home is beautifully appointed with unique details throughout. A

Mary Ann Bennett Drakeley Real Estate, Inc.

49 Guilds Hollow Rd, Bethlehem, CT 06751
/30
$325,000

$15K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,504 Sq Ft
319 Thomaston Rd Unit 13, Watertown, CT 06795

Desirable Watertown Old Farms townhome offering open-concept living, custom stone, natural gas fireplace with built-in shelving, granite kitchen, and a private deck overlooking serene wooded surroundings. The bright living and dining area features warm wood-style flooring, a natural gas fireplace framed by custom stonework and flanked by built-in bookshelves, and a sliding door that leads to a

Taylor O'Keefe Drakeley Real Estate, Inc.

319 Thomaston Rd Unit 13, Watertown, CT 06795
/40
$4,750,000

$250K PRICE DROP
- 4 Beds
- 5.5 Baths
- 4,458 Sq Ft
79 East St, Washington, CT 06793

Step into luxury in this immaculate home on Washington's most prestigious streets overlooking farmland and large protected fields. The front perennial gardens have been meticulously updated over the past 5 years to create a seasonal flow of non stop interest and color. They lead to an expansive back lawn which is completely flat for play and shaded by an enormous antique Locust tree. The yard

Stacey Matthews W. Raveis Lifestyles Realty

79 East St, Washington, CT 06793
/40
$2,150,000
- 5 Beds
- 4 Baths
- 3,645 Sq Ft
119 Judge Ln, Bethlehem, CT 06751

Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and

Jeff Boucher Drakeley Real Estate, Inc.

119 Judge Ln, Bethlehem, CT 06751
/2
$59,900
- Land
- 1 Acre
- $59,900 per Acre
6 Tulip Tree Ln, Bethlehem, CT 06751

Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-5 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-5 additional home sites that are currently for sale. This is a condo complex and Unit 6 is

Tim Drakeley Drakeley Real Estate, Inc.

6 Tulip Tree Ln, Bethlehem, CT 06751
/8
$270,000
- Land
- 3.23 Acres
- $83,591 per Acre
Unlisted Address

Nice open land , Driveway is roughed. Underground conduit for power is installed. Have maps. Nice open land , Driveway is roughed. Underground conduit for power is installed. Have maps

John Sniffen William Pitt Sotheby's Int'l

Unlisted Address
/40
$725,000
- 4 Beds
- 4 Baths
- 2,528 Sq Ft
190 Charter Oak Dr, Watertown, CT 06795

Hard to find 1st floor 3 room in-law setup in this 9 room custom built brick split level home on a private and level 1.38 acre lot in a quiet Guernseytown subdivision minutes from town and hand-crafted in 1985 by a builder who intended it to outlast other homes. There is a total of 4 bedrooms and 4 full bathrooms in this unique European style multi level home with an attached 2 car oversize

Stephen Briotti Lamacchia Realty

190 Charter Oak Dr, Watertown, CT 06795
/3
$129,900
- Land
- 1.38 Acres
- $94,130 per Acre
262 Stoddard Rd, Morris, CT 06763

Opportunity on this 1.38-acre residential lot in Morris (Litchfield County). Located on quiet Stoddard Road, the parcel is wooded and set back for privacy from neighboring homes, offering a natural buffer and a tucked-away feel. The manageable size provides flexibility for a custom home or weekend retreat, with room for outdoor space while remaining easy to maintain. Convenient to town amenities

Tim Drakeley Drakeley Real Estate, Inc.

262 Stoddard Rd, Morris, CT 06763
/37
$610,000

$15K PRICE DROP
- 2 Beds
- 1.5 Baths
- 868 Sq Ft
18 Willow Ln, Morris, CT 06763

Welcome to 18 Willow Lane, a beautifully updated 2 bedroom, 1.5 bath home nestled in the heart of Morris with coveted PRIVATE BEACH RIGHTS to stunning BANTAM LAKE. From top to bottom, this MOVE-IN ready property has been thoughtfully improved so the next owner can simply unpack and enjoy. The big ticket items have been handled! Updates include 200-amp electrical service, new sewer pipe to the

Justine Rebillard Real Broker CT, LLC

18 Willow Ln, Morris, CT 06763

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