Homes for Sale near Booth Free School

/37
$879,900
- 4 Beds
- 3.5 Baths
- 3,726 Sq Ft
181 Railtree Hill Rd, Woodbury, CT 06798

Beautifully constructed and perched atop a scenic 3+ acre lot, this stately gambrel colonial is just a 5-minute drive from charming downtown Woodbury. Offering 4 to 5 bedrooms, this home features everything one would expect in almost 3400 square feet of living space; a formal dining room, a large front-to-back living room with a fireplace and hardwood floors, and a spacious eat-in kitchen with a

Tim Drakeley

Drakeley Real Estate, Inc.

(475) 473-8503

181 Railtree Hill Rd, Woodbury, CT 06798
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/28
$1,700,000
- 3 Beds
- 3 Baths
- 2,312 Sq Ft
95 Shinar Mountain Rd, Washington Depot, CT 06794

Chic Mid-Century Modern Retreat with Sunset Views and Ultimate Privacy! Tucked away in the heart of nature and bordered by the protected Steep Rock Preserve, this stylish single-level Mid-Century Modern home is the perfect weekend getaway. Designed for effortless living and entertaining, the spacious, light-filled layout includes 3 bedrooms and 3 full baths. A wall of floor-to-ceiling windows

Rebecca Doh

W. Raveis Lifestyles Realty

(860) 730-1696

95 Shinar Mountain Rd, Washington Depot, CT 06794
/33
$594,999
- 3 Beds
- 2 Baths
- 1,088 Sq Ft
13 South St, Washington, CT 06793

This beautifully updated 3-bedroom, 2-bath ranch offers the perfect blend of comfort and convenience-ideal as a weekend retreat or a year-round home. Located just minutes from the renowned Mayflower Inn & Spa and the Frederick Gunn School, and only two hours from NYC, the location is unbeatable. Enjoy a brand-new kitchen featuring quartz countertops, custom cabinetry, and stainless steel

Gary Crawford

RE/MAX RISE

(860) 784-7785

13 South St, Washington, CT 06793
/22
$229,000
- 2 Beds
- 1 Bath
- 798 Sq Ft
17 Fordyce Ct Unit 13, New Milford, CT 06776

Tucked away in the peaceful tranquility of a cul-de-sac, this beautifully updated second-floor condo at 17 Fordyce Court, Unit 13, is the perfect blend of modern elegance and cozy charm. Step inside to discover brand-new flooring and freshly painted walls that create a fresh, contemporary vibe throughout. The spacious two-bedroom, one-bath layout flows effortlessly, offering a bright, open feel

Marc Nieto Epique Realty LLC

17 Fordyce Ct Unit 13, New Milford, CT 06776
/40
$835,000 Open Sun 11AM - 1PM
- 4 Beds
- 4 Baths
- 3,330 Sq Ft
3 Inwood Ln, Woodbury, CT 06798

Set on a quiet cul-de-sac and bordering open space, this beautifully maintained 4BR, 4BTH colonial blends charm w/modern comfort & functionality. Step into the grand foyer flanked by a sunken living room with fireplace and private home office. At the heart of the home is the updated eat-in kitchen, featuring abundant white cabinetry, marble countertops, a butcher block center island, and

Elizabeth Newnham William Pitt Sotheby's Int'l

3 Inwood Ln, Woodbury, CT 06798
/36
$1,075,000
- 4 Beds
- 3 Baths
- 2,581 Sq Ft
Unlisted Address

Gorgeous 9.1 Acre Retreat with Stunning Vistas & Sunsets A private paradise. Thoughtfully updated and well maintained, the home features 4 bedrooms and 3 fully renovated bathrooms. The heart of the home in the spacious kitchen with new quartzite countertops perfect for everyday and entertaining. Cozy up to the two wood burning fireplaces on cool evenings or step outside on the large covered deck

Ricky Smithline W. Raveis Lifestyles Realty

Unlisted Address
/28
$1,695,000
- 3 Beds
- 6 Baths
- 5,725 Sq Ft
134 Roxbury Rd, Washington, CT 06793

Greek Revival Splendor! A structure of noble proportions & architectural significance stands prominently at the center of this pastoral expanse. This 13+acre estate features a cleared upper meadow with open western views, presenting another prime building parcel to capture the sunsets over Steep Rock Preserve. Currently under renovation, the floor plan has been fully opened up to create spacious

Alan O'Doherty William Pitt Sotheby's Int'l

134 Roxbury Rd, Washington, CT 06793
/27
$1,750,000
- 2 Beds
- 2.5 Baths
- 3,389 Sq Ft
88 Hemlock Rd, Roxbury, CT 06783

Exquisite Barn House with Heated Pool. Set Along a Very Low Traveled Unpaved Town Road, This is a Very Chic & Sophisticated Retreat. Wonderful Public Rooms Include: Large Living Room with Vaulted Ceiling, Fireplace & Antique Beams; A Library which Envelopes you with an Antique Board Ceiling, Fireplace & French Doors; Formal Dining Room & A Timeless Eat-in Kitchen which Speaks to Family Room that

Graham Klemm Klemm Real Estate Inc

88 Hemlock Rd, Roxbury, CT 06783
/36
$1,195,000
- 5 Beds
- 5 Baths
- 2,804 Sq Ft
286 South St, Roxbury, CT 06783

Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen.

Kathryn Clair William Pitt Sotheby's Int'l

286 South St, Roxbury, CT 06783
/35
$1,395,000
- 3 Beds
- 2.5 Baths
- 3,920 Sq Ft
53 Transylvania Rd, Roxbury, CT 06783

Fantastic Colonial in Roxbury down long private drive featuring low maintenance salt water spa pooL. The house is surrounded by nature, with multiple entertaining spaces and gardens. Amazing bird life is a natural symphony while relaxing outdoors. The home has a lovely gracious layout all with detailed millwork and a vaulted great room with almost floor to ceiling windows on three sides creating

Pels Matthews W. Raveis Lifestyles Realty

53 Transylvania Rd, Roxbury, CT 06783
/40
$2,395,000 Open Sat 11:30AM - 1:30PM
- 4 Beds
- 5.5 Baths
- 5,848 Sq Ft
143 Tophet Rd, Roxbury, CT 06783

Located along one of Roxbury's most coveted stretches, this property is nestled among an 800+ acre greenbelt of farmland and conserved land with plentiful hiking trails. The open floor plan is designed with 9 foot+ ceilings, detailed millwork and oversized windows which infuse the interiors with natural light. The main level features a show stopping kitchen open to the dinning and media rooms.

Stacey Matthews W. Raveis Lifestyles Realty

143 Tophet Rd, Roxbury, CT 06783
/29
$1,995,000
- 4 Beds
- 2.5 Baths
- 4,800 Sq Ft
67 Botsford Hill Rd, Roxbury, CT 06783

Discover the appeal of this Swedish inspired shingle-style beauty with light and modern finishes throughout. It's nestled into 41+ ultra-private acres on a picturesque country road. Enter the front door into the two-story foyer which flows into the vaulted ceiling living room with lots of glass, adobe fireplace and easy access to the tucked away library with floor to ceiling bookshelves. The

Maria Taylor Klemm Real Estate Inc

67 Botsford Hill Rd, Roxbury, CT 06783
/29
$1,149,000
- 3 Beds
- 2.5 Baths
- 2,080 Sq Ft
18 Tunnel Rd, Roxbury, CT 06783

MUST SEE! New Nantucket white cedar shingle siding, window trim, new interior doors and hardware and heated, year-round pool -- all on the best rural Roxbury scenic dirt road with walking area along the Shepaug River and nearby historic farmhouses and land preserve. All minutes to The Mayflower. Pristine renovated private country home with 3 bedrooms/2.5 baths and an ample home office. Open

Peter Klemm Klemm Real Estate Inc

18 Tunnel Rd, Roxbury, CT 06783
/26
$1,095,000
- 4 Beds
- 3 Baths
- 1,782 Sq Ft
23 Painter Hill Rd, Roxbury, CT 06783

Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and French doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom with vaulted ceilings, balcony and large ensuite renovated bath. Three more bedrooms, 1 full and 1 half bath. Only a

Peter Klemm Klemm Real Estate Inc

23 Painter Hill Rd, Roxbury, CT 06783
/32
$1,150,000
- 4 Beds
- 3 Baths
- 2,982 Sq Ft
11 Hodge Rd, Roxbury, CT 06783

This Circa 1851 Historic house known as 'Mine and Quarry House "in Roxbury, Ct ' Historic and Architectural resource survey is highly significant as the only surviving antique of the mining and quarrying industries. It boarders on 100's of acres of the Roxbury Land trust and enjoys valley views of the Shepaug River. Over time it became a really charming home in a very private and pretty setting

Karen Casey William Pitt Sotheby's Int'l

11 Hodge Rd, Roxbury, CT 06783
/40
$1,275,000
- 3 Beds
- 5 Baths
- 4,059 Sq Ft
373 Transylvania Rd, Woodbury, CT 06798

Custom-built. This unique home is made for entertaining. 4000 ft.2 home with 3 bedroom suites each containing its own full bath. 5 Bathrooms. 3 Fireplaces. Chef's kitchen with granite counters, double ovens, bow window w/bench seat & walk out to deck. Formal dining room has tray ceiling. Great room with fireplace and full bar. Den/library has fireplace. Bright piano room/sunroom/office also walks

Beatriz Conroy William Raveis Real Estate

373 Transylvania Rd, Woodbury, CT 06798
/40
$1,280,000
- 5 Beds
- 4.5 Baths
- 5,236 Sq Ft
55 Country Woods Ln, Southbury, CT 06488

This beautiful home has been fully renovated and no detail was left behind! Featuring 5 large bedrooms, 2 of which share a Jack and Jill bathroom, and the other two have their own private bathrooms, and large closets throughout. The master bedroom features a spa like bathroom with a large jacuzzi tub, glass shower, marble tiles and counters, and a room sized walk-in closet. All 5 bathrooms have

Vanessa DaSilva Lopes William Raveis Real Estate

55 Country Woods Ln, Southbury, CT 06488
/38
$1,095,000
- 4 Beds
- 4 Baths
- 3,624 Sq Ft
67 Transylvania Rd, Roxbury, CT 06783

This much-admired residence is privately located on a quiet country road, with 3-plus acres of lawn and light woods lined by old stone walls. The flat, sweeping driveway curves past the house to the 3-car attached garage and circular driveway. The welcoming open foyer steps down to a living area with cathedral ceilings, Palladian window and gas fireplace which flows into the dining area separated

Cathy Masi Flagpole Realty Inc

67 Transylvania Rd, Roxbury, CT 06783
/38
$565,000
- 2 Beds
- 1 Bath
- 1,468 Sq Ft
4 Skyline Ridge Rd, Bridgewater, CT 06752

BRIDGEWATER CHARMER! Welcome to quiet country living on captivating Skyline Ridge Road. This home is situated on 1.75 acres of level land and beautified gardens, enjoy all seasons of nature and an opportunity to reside in a picturesque town with historic landmarks, celebrated country fair, trails, parks and nearby Lake Lillinonah. This classic ranch has been updated with many capital improvements

Melissa Karaffa William Raveis Real Estate

4 Skyline Ridge Rd, Bridgewater, CT 06752
/40
$349,000 Open Sun 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,936 Sq Ft
306 Upper Grassy Hill Rd, Woodbury, CT 06798

Your next project starts here at 306 Upper Grassy Hill. Opportunity knocks in the charming town of Woodbury with this 3-bedroom, 2 full bath home packed with potential and ready for its next chapter. Situated on a generous 1.5-acre lot, this property offers plenty of space, privacy, and the chance to build some serious sweat equity. Inside, you'll find hardwood floors, a spacious sunroom

Shawna Mucherino Coldwell Banker Realty

306 Upper Grassy Hill Rd, Woodbury, CT 06798
/21
$925,000
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
60 Ferry Bridge Rd, Washington, CT 06793

This special little gem is located just off the Washington Green on one of Washington's most admired country roads. Situated among some of the most architecturally significant Ehrick Rossiter estate homes or "summer cottages" is this unpretentious mid century, single level home bordering Steep Rock Preserve which encompasses nearly 1000-acres offering hiking trails along the Shepaug River banks

Sandra Natale William Pitt Sotheby's Int'l

60 Ferry Bridge Rd, Washington, CT 06793
/20
$399,900
- 3 Beds
- 1.5 Baths
- 1,776 Sq Ft
14 Fordyce Rd, New Milford, CT 06776

Welcome to your beautifully renovated home in the sought-after town of New Milford! This thoughtfully reimagined property combines modern updates with scenic charm. Featuring brand new siding, windows, and a roof, the exterior offers peace of mind and stunning curb appeal. Inside, the entire layout has been completely reconfigured to provide an open floor plan. The home includes 3 spacious

Christina Cantone Precision Realty LLC

14 Fordyce Rd, New Milford, CT 06776
/5
$199,900
- Land
- 2.38 Acres
- $83,992 per Acre
0 Taylor Rd Unit 24103834, New Milford, CT 06776

Build Your Dream Home! Discover the ideal setting for your next home on this stunning 2.38-acre level lot on quiet, residential Taylor Road. Nestled in a 1-1.5-acre residential zone, this wooded parcel boasts over 180 feet of road frontage and extends more than 600 feet deep, offering both space and privacy. Whether you're envisioning a modest retreat or a high-end custom build, this lot provides

Todd Sargent Coldwell Banker Realty

0 Taylor Rd Unit 24103834, New Milford, CT 06776
/4
$169,900
- Land
- 0.25 Acre
- $679,600 per Acre
0 Second Hill Rd, Bridgewater, CT 06752

Quiet Views & Big Potential! This is the best land opportunity in town today-a unique .25-acre residential lot on scenic Second Hill Road with gorgeous western views overlooking protected Nature Conservancy land. Once owned by the State of Connecticut and used as a two-way emergency radio tower site (tower now removed), this peaceful parcel is ready for a fresh start. Located on a quiet country

Todd Sargent Coldwell Banker Realty

0 Second Hill Rd, Bridgewater, CT 06752
/40
$2,495,000
- 4 Beds
- 3.5 Baths
- 6,459 Sq Ft
562 Upper Grassy Hill Rd, Woodbury, CT 06798

Shingle style home with horse barn, paddocks & riding arena, set on over 9 acres with a gorgeous westerly view of Roxbury's bucolic rolling hills! This property is an equestrian's dream. Horse barn w 5 stalls w waterers. 2nd level in barn loft for additional space. 6 horse paddocks w waterers & electric fence. Perfectly set riding arena w views. Built in 2013, no expense was spared on the

John Donato Jr Showcase Realty, Inc.

562 Upper Grassy Hill Rd, Woodbury, CT 06798
/39
$664,900
- 3 Beds
- 2.5 Baths
- 2,124 Sq Ft
130 Grassy Hill Rd, Woodbury, CT 06798

Beautifully maintained three bedroom Colonial with stunning views, conveniently located close to town is ready for its new owners. Thoughtfully updated with modern finishes and necessities, this home offers both comfort and style. Step into the inviting Great Room, where soaring ceilings with exposed beams, expansive windows, and a sliding door to the back deck create a bright and open

Wendy Brazauskas Coldwell Banker Realty

130 Grassy Hill Rd, Woodbury, CT 06798
/40
$619,000
- 4 Beds
- 2.5 Baths
- 2,555 Sq Ft
467 Weekeepeemee Rd, Woodbury, CT 06798

Experience the true essence of country living in this classic Saltbox Colonial, perfectly situated on 2.5 acres of peaceful, wooded land in picturesque Woodbury. Surrounded by nature's beauty, this home offers a tranquil retreat. Inside, gleaming HW floors flow throughout a timeless layout designed for comfortable living and relaxed entertaining. The spacious eat-in kitchen features a welcoming

Tammy Powling Coldwell Banker Realty

467 Weekeepeemee Rd, Woodbury, CT 06798
/35
$799,995 Open Sat 11AM - 1PM
- 4 Beds
- 3.5 Baths
- 2,994 Sq Ft
133 Hoop Pole Hill Rd, Woodbury, CT 06798

Experience refined country living in this exceptional 4-bedroom, 3.5-bath home set on a peaceful 3.32-acre wooded lot. Surrounded by nature, this well built home blends timeless charm with modern convenience. Step inside to find a bright and inviting foyer, beautiful hardwood floors throughout, and a layout made for everyday living. The main level offers flexible space with custom book shelfs for

William Glanville Glanville Real Estate

133 Hoop Pole Hill Rd, Woodbury, CT 06798
/40
$799,900
- 3 Beds
- 2.5 Baths
- 2,846 Sq Ft
12 Amanda Ln, New Milford, CT 06776

Opportunity to own a rare, stunning, custom Colonial retreat in Southern New Milford, CT. Secluded property located at the end of a private road offers 9 acres with additional 3 contiguous, along with 5 shared bordered by the Weatogue Reserve, ensuring preserved breathtaking views. This quality home offers an open floor plan, panoramic views, freshly painted walls, vaulted ceilings, new carpet,

Kristen Duchene Litchfield County Real Estate

12 Amanda Ln, New Milford, CT 06776
/17
$759,900
- 7 Beds
- 4 Baths
- 2,940 Sq Ft
8 Southbury Rd, Roxbury, CT 06783

Wonderful opportunity to live in the heart of prestigious Roxbury in Litchfield County. Well preserved antique colonial filled with charm. Updates include kitchen, baths and open living area leading to primary bedroom. Brand new septic, 4 car garage with storage above and period outbuildings including a barn. Washer and dryer are located on the main level, upstairs bedrooms offer privacy for

Lisa Titcomb William Pitt Sotheby's Int'l

8 Southbury Rd, Roxbury, CT 06783
/37
$699,000
- 4 Beds
- 2.5 Baths
- 2,626 Sq Ft
500 High Ridge Rd, Southbury, CT 06488

Charming 4-Bedroom Colonial nestled on Quiet Cul-de-Sac with Open Floor Plan & Abundant Natural Light! Greeted with a two story foyer, the main level features spacious living area with hardwood floors and large windows throughout. The combo living room and dining room are perfect for entertaining. The eat-in kitchen has stainless steel appliances, granite counertops and opens up into a great room

Debra Lombardo William Raveis Real Estate

500 High Ridge Rd, Southbury, CT 06488
/39
$349,000
- 2 Beds
- 3 Baths
- 1,632 Sq Ft
5 Bridgewater Common, Bridgewater, CT 06752

Discover this hidden gem in the heart of Bridgewater. Tucked away is Bridgewater's "one and only" private small and serene condo community located just minutes from its quant town center, and minutes to shops and restaurants. This community offers the perfect blend of privacy and New England charm. Located in the picturesque town of Bridgewater, Connecticut, this hidden gem is ideal for those

Laura Cruger William Pitt Sotheby's Int'l

5 Bridgewater Common, Bridgewater, CT 06752
/40
$319,000
- 2 Beds
- 2.5 Baths
- 1,456 Sq Ft
9 Lower Commons Unit 9, Woodbury, CT 06798

This beautiful end unit condo rests in the Woodlake association of Woodbury. Maintenance free living in a sought-after location features 2 generous bedrooms & 2.5 bathrooms. The 1st floor offers hardwood floors, half bathroom, and an updated eat-in kitchen that opens to both the dining room and family room with inserted fireplace. This, along with an additional heat pump cuts heating bills

Michelle Lorenzetti Premier Re Group LLC

9 Lower Commons Unit 9, Woodbury, CT 06798
/31
$670,000
- 3 Beds
- 2.5 Baths
- 2,970 Sq Ft
8 Grants Ln, New Milford, CT 06776

Tucked away in on a charming private road, and less than 5 minutes from New Milford's thriving historic downtown - 8 Grants Lane is a wonderful blend of accessibility and privacy. Before even getting to the front door, you will notice the beautiful and unique elements of this home - privacy, quiet, nearly 4 total acres of lush tree-lined space with a covered patio, balcony, and private gazebo,

John Nigro Keller Williams Realty

8 Grants Ln, New Milford, CT 06776
/40
$3,250,000
- 5 Beds
- 5.5 Baths
- 5,455 Sq Ft
Unlisted Address

Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond and orchard surrounded by dramatic rocky outcroppings. This stone and stucco home features large eat-in kitchen, formal dining and living rooms, and a spacious media room. The main floor primary suite includes a fireplace, office space, and large walk in closet. There is an addl

Stacey Matthews W. Raveis Lifestyles Realty

Unlisted Address
/39
$749,000
- 5 Beds
- 3.5 Baths
- 5,676 Sq Ft
6 High Meadow Rd, New Milford, CT 06776

Large unique and custom 5 bedroom Contemporary with Forever Views and open layout!! Lots of glass and views from most rooms. Huge vaulted family room with awesome entire wall floor to ceiling stone fireplace. Granite eat in kitchen with stainless appliances. Main level primary bedroom with full bath, double sink, whirlpool tub and walk in closet. Living room/den with custom built ins. Hardwood

Joe Chemero Coldwell Banker Realty

6 High Meadow Rd, New Milford, CT 06776
/10
$1,895,000
- Land
- 32 Acres
- $60,044 per Acre
Lot 00 Chalybes Rd W, Roxbury, CT 06783

Presenting a remarkable 31.56-acre estate land in the coveted Roxbury, Connecticut. This private and serene property, with potential for stunning views, is primed and ready for building and offers a rare opportunity to create a bespoke retreat. The land features thousands of feet of historic stone walls, remnants of an old farm road, with multiple access points, highlighting its rich heritage. It

Kathryn Clair William Pitt Sotheby's Int'l

Lot 00 Chalybes Rd W, Roxbury, CT 06783
/35
$917,500
- 4 Beds
- 2.5 Baths
- 3,004 Sq Ft
88 Mallory Rd, Roxbury, CT 06783

Welcome to wonderful! Enjoy privacy & seclusion on a gorgeous rural road in southern Roxbury. This custom-built, well-designed home is now offered to new stewards by the original owner, ready for year-round country living or a weekend retreat! The expansive property features the 4.5-acre home site plus excess of 8.99 acres for a variety of options...inground pool site, paddocks, animal structures

Melissa Karaffa William Raveis Real Estate

88 Mallory Rd, Roxbury, CT 06783
/2
$275,000
- Land
- 3.02 Acres
- $91,060 per Acre
0 Booth Rd, Roxbury, CT 06783

Country roads take me to my new home! Such a peaceful location to build your dream home. All of nature loves the location, so will you!

Sindy Butkus Klemm Real Estate Inc

0 Booth Rd, Roxbury, CT 06783
/23
$875,000
- 4 Beds
- 3.5 Baths
- 2,964 Sq Ft
7 Brandy Ln, Bridgewater, CT 06752

Step into tranquility with this stunning 4 bedroom, 3.5 bath home designed to elevate your state of calm. Nestled between exquisite gardens crafted by an artist family, this property offers a pure zen- like atmosphere for those seeking peace and beauty. Beyond the serene gardens is the home designed to take advantage of its surrounds. The living room features a double-sided fireplace offering

Ricky Smithline W. Raveis Lifestyles Realty

7 Brandy Ln, Bridgewater, CT 06752

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