Homes for Sale near Booth Free School

• 

  

  

  /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
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• 

  

  

  /22

  $325,000

  $53K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,118 Sq Ft

  8 Tamarack Ln Unit 8, Woodbury, CT 06798

  While officially listed as a 2 bedroom, the finished heated and cooled lower level includes 4 additional rooms currently used as a bedroom (w/closet), large family room (w/built in shelves & sliders to lower deck), laundry room and storage room providing exceptional flexibility for today's lifestyle. The updated kitchen, beautiful hardwood floors, and cozy pellet stove create a warm and inviting

  Jennifer Mayo William Raveis Real Estate

  8 Tamarack Ln Unit 8, Woodbury, CT 06798
• 

  

  

  /40

  $895,000

  • 4 Beds
  • 3.5 Baths
  • 3,784 Sq Ft

  557 Upper Grassy Hill Rd, Woodbury, CT 06798

  Welcome to Upper Grassy Hill Living!

  Susan Corleto William Pitt Sotheby's Int'l

  557 Upper Grassy Hill Rd, Woodbury, CT 06798
• 

  

  

  /38

  $1,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,572 Sq Ft

  17 Meredith Ln, New Milford, CT 06776

  Set in prestigious Town Ridge Estates, this beautifully crafted 5 bedroom home offers sweeping western mountain views, spectacular sunsets, & manicured grounds with a lit pond & fountain. The low maintenance Dryvit exterior, solar panels, Trex deck w/pergola, & heated garage enhance everyday comfort. Inside, enjoy radiant heated tile flooring, recessed lighting, a two story foyer w/Juliet

  Dawn Masella Coldwell Banker Realty

  17 Meredith Ln, New Milford, CT 06776
• 

  

  

  /12

  $2,000,000

  • Land
  • 26.48 Acres
  • $75,529 per Acre

  55 Ranney Hill Rd, Roxbury, CT 06783

  If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS!

  Sharon McGuire William Pitt Sotheby's Int'l

  55 Ranney Hill Rd, Roxbury, CT 06783
• 

  

  /31

  $1,495,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,453 Sq Ft

  197 Skyline Ridge Rd, Bridgewater, CT 06752

  Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The

  Kathryn Clair William Pitt Sotheby's Int'l

  197 Skyline Ridge Rd, Bridgewater, CT 06752
• 

  

  /38

  $1,495,000

  $240K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 6,395 Sq Ft

  99 Carriage Ln, Roxbury, CT 06783

  Welcome to 99 Carriage Lane, a private Roxbury estate offering over 6,000 square feet of refined living space, exceptional privacy on nearly four acres, and the opportunity to create a true resort-style outdoor retreat with approved pool plans. Set at the end of a quiet cul-de-sac, this beautifully renovated residence blends timeless architectural details with modern amenities and sophisticated

  Debra Tricarico Houlihan Lawrence

  99 Carriage Ln, Roxbury, CT 06783
• 

  

  /27

  $3,995,000

  • 5 Beds
  • 5.5 Baths
  • 7,121 Sq Ft

  47 Squire Rd, Roxbury, CT 06783

  A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms

  Maria Taylor Klemm Real Estate Inc

  47 Squire Rd, Roxbury, CT 06783
• 

  

  /6

  $1,175,000

  • Land
  • 15.49 Acres
  • $75,855 per Acre

  101 Lower Church Hill Rd, Washington Depot, CT 06794

  Magnificent 15+ Acre Parcel in Top Washington Location. Directly Abuts Protected Land & Surrounded by Large Estates, this Represents an Extraordinary Opportunity. House Site Set Well Back off a Coveted, Low-Traveled Town Road. Very Private & Quiet. Special.

  Graham Klemm Klemm Real Estate Inc

  101 Lower Church Hill Rd, Washington Depot, CT 06794
• 

  

  /12

  $799,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  4 Delia Ln, New Milford, CT 06776

  New construction on 3.9 acres at the end of the cul de sac. Build to suit or build this 4 bedroom colonial? 9 Ft ceilings on the main level. Propane heat and central air. Hardwood floors. Fireplace. Large primary bedroom suite with walk in closet and full bath. 2 car garage.

  Joe Chemero Coldwell Banker Realty

  4 Delia Ln, New Milford, CT 06776
• 

  

  /40

  $585,000

  Open House 7/26

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  21 Mine Hill Rd, New Milford, CT 06776

  Welcome home to this beautiful 4-bedroom, 2.5-bath property situated on over an acre of land, offering the perfect blend of comfort, space, and outdoor living! Step inside to find gorgeous hardwood floors throughout the main level and a spacious layout designed for everyday living and entertaining. The inviting primary suite features a generous walk-in closet and a dedicated makeup vanity,

  Ashley Russell Kiwi Homes

  21 Mine Hill Rd, New Milford, CT 06776
• 

  

  /30

  $589,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,120 Sq Ft

  325 New Milford Rd E, Bridgewater, CT 06752

  A must-see! This light and bright 4-bedroom split-level home is situated on a beautiful 3-acre lot in desirable Bridgewater. The main level features an open floor plan with hardwood floors throughout and a slider leading to the deck, perfect for indoor-outdoor living. The upper level offers 4 spacious bedrooms and 2 full baths. The lower level includes a large family room with a classic brick

  Doug Collins Coldwell Banker Realty

  325 New Milford Rd E, Bridgewater, CT 06752
• 

  

  /40

  $1,550,000

  $50K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,452 Sq Ft

  380 Southbury Rd, Roxbury, CT 06783

  Nestled on nearly seven private acres along a quiet country road in picturesque Roxbury, this exceptional residence offers a seamless blend of elegance, comfort, and classic New England charm. Set back from the road with a gently curving drive, the home welcomes you with a dramatic two-story foyer and grand staircase, complemented by hardwood floors, detailed millwork, crown molding, tray

  ROSEANN BLANTON Berkshire Hathaway NE Prop.

  380 Southbury Rd, Roxbury, CT 06783
• 

  

  /14

  $240,000

  $55K PRICE DROP

  • Land
  • 1.51 Acres
  • $158,940 per Acre

  190 Blueberry Hill Rd, Bridgewater, CT 06752

  Welcome to the quiet town of Bridgewater, where this 1.51 acre parcel of land awaits your forever home. Recently cleared and accompanied with septic plans, this property is ready for you to bring your vision to life. With endless possibilities for customization, your dream home is just waiting to be built. Located just a 10 minute drive away from shopping centers and the beautiful Lake

  Kayla O'Grady William Raveis Real Estate

  190 Blueberry Hill Rd, Bridgewater, CT 06752
• 

  

  /13

  $985,000

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  179 South St, Roxbury, CT 06783

  Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity

  Kathryn Clair William Pitt Sotheby's Int'l

  179 South St, Roxbury, CT 06783
• 

  

  /29

  $1,025,000

  $74K PRICE DROP

  • 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 Spa 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
• 

  

  /20

  $310,000

  • 2 Beds
  • 2.5 Baths
  • 1,432 Sq Ft

  11 Lower Commons Unit 11, Woodbury, CT 06798

  Nestled in a serene setting backing up to peaceful woods, this beautifully updated tri-level townhouse offers the perfect blend of comfort, style, and privacy. Freshly painted throughout, this spacious home features 2 bedrooms, 2.5 bathrooms, and a finished basement, providing plenty of room for living, working, and entertaining. The open-concept layout is filled with natural light and includes a

  Lynn LaForme Regency Real Estate, LLC

  11 Lower Commons Unit 11, Woodbury, CT 06798
• 

  

  /40

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,004 Sq Ft

  27 Town Farm Rd, New Milford, CT 06776

  Better Than New Construction! Full 2025 renovation w/ luxury finishes & efficiency. 4 bed-3 full marble baths w/ New 5Br septic. 3 miles from Candlewood Lake. Home boasts 2 en-suite bedrms & potential for multi-gen living. Main level features solid bamboo floors throughout, stunning NEW Kitchen w/ new cabinets, quartz tops, glass backsplash, S/S LG Signature appliances: dual fuel, double ovens,

  Jay Irvine Serhant Connecticut, LLC

  27 Town Farm Rd, New Milford, CT 06776
• 

  

  /6

  $189,900

  $60K PRICE DROP

  • Land
  • 1.97 Acres
  • $96,396 per Acre

  7 Kiara Ct, New Milford, CT 06776

  WESTERN VIEWS AS FAR AS THE EYE CAN SEE! Build your dream home on this Beautiful 1.974 acre building lot located on a Cul de sac. Level to slightly sloping meadow with some mature trees. Past deep hole and perk test available that will probably need to be updated.** Please note... Lots 6 and 7 on original subdivision map were horizontal. They were changed to vertical (see highlighted subdivision

  Ed Cavallo Hegarty & Co Real Estate

  7 Kiara Ct, New Milford, CT 06776
• 

  

  /37

  $949,000

  $246K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 3,285 Sq Ft

  49 South St, Washington, CT 06793

  Western Sunset Views, a short distance from The Mayflower Inn and Washington Green. Discover the ultimate renovation project or the foundation for your future estate. Situated in an elite enclave of fine homes, this 1890s Barn-style residence-complete with its signature silo and 1970s additions-awaits a visionary touch. Whether you envision a meticulous restoration of a historic showpiece or a

  Kathryn Clair William Pitt Sotheby's Int'l

  49 South St, Washington, CT 06793
• 

  

  /33

  $618,000

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft

  188 Bacon Rd, Roxbury, CT 06783

  Chic Country Cabin in Bucolic Litchfield County. Escape to your own peaceful retreat offering the perfect blend of comfort, character, and privacy on nearly 5 acres of wooded wonderland. This home has lots of character and a flexible layout with 2 bedrooms, 2 full bathrooms plus an upper level guest room/office/rec room. The living areas are ideal for relaxing or entertaining, and the kitchen has

  William Bolls Compass Connecticut, LLC

  188 Bacon Rd, Roxbury, CT 06783
• 

  

  /24

  $796,783

  $88K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,990 Sq Ft

  94 Judds Bridge Rd, Roxbury, CT 06783

  Once in a blue moon, an opportunity arises on one of Roxbury's most iconic and sought-after country roads. Nestled in the heart of the exquisite, serene Mine Hill Preserve area, this property offers nearly nine acres of mature woods, rolling lawns, rock outcroppings, and privacy along some of the most scenic and pristine walking roads in all of Litchfield County-over bridges, winding past

  WENDY WESTCOTT W. Raveis Lifestyles Realty

  94 Judds Bridge Rd, Roxbury, CT 06783
• 

  

  /32

  $289,000

  $61K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,920 Sq Ft

  439 Washington Rd, Woodbury, CT 06798

  Investors and Contractors take notice! This versatile office space located on close to 10 acres of rural Woodbury land is ripe with opportunity. The 1,920 sqft office can potentially be converted into a single family residential ranch overlooking the babbling Sprain Brook below. Across the brook, with road frontage and access off of Hoop Pole Hill Rd, lies the majority of the acreage with a dry,

  Matthew Amatruda Drakeley Real Estate, Inc.

  439 Washington Rd, Woodbury, CT 06798
• 

  

  /3

  $425,000

  • Land
  • 6.71 Acres
  • $63,338 per Acre

  0 Southbury Rd, Roxbury, CT 06783

  Rare in the Litchfield Hills-a flat, lightly wooded 6.71-acre buildable lot with a stream and stone walls. Perc'd for a spacious 4 bedroom custom home, and potential for a long private driveway. Perc's are 20 years old may have to be redone based on your plan.

  Jeff Phillips William Pitt Sotheby's Int'l

  0 Southbury Rd, Roxbury, CT 06783
• 

  

  /7

  $274,500

  • Land
  • 3.02 Acres
  • $90,894 per Acre

  0 Booth Rd, Roxbury, CT 06783

  Get away to the Country! Such a peaceful location to build your dream home. Lightly traveled road. All of nature loves the location, so will you!

  Sindy Butkus Klemm Real Estate Inc

  0 Booth Rd, Roxbury, CT 06783
• 

  

  /27

  $1,549,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,716 Sq Ft

  33 Sentry Hill Rd, Roxbury, CT 06783

  Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River and just down the road from Land Trust with trails. Heated Gunite Pool surrounded by endless summer hydrangea and 3 acres of level lawn bordered by the Moosehorn Brook. Magnificent design, 4 wood-burning fireplaces, beautiful wide-board softwood floors, over-sized living room,

  Peter Klemm Klemm Real Estate Inc

  33 Sentry Hill Rd, Roxbury, CT 06783
• 

  

  /16

  $775,000

  • Land
  • 26.68 Acres
  • $29,048 per Acre

  204 North St Unit Lot 3, Roxbury, CT 06783

  1st Time LISTED! LOT 3 at 204 North Street has ENGINEERING and DRIVEWAY APPROVED! THERE ARE LOTS AND THEN THERE ARE MAGICAL, SPECIAL, UNPARALLELED LOTS, STEEPED IN HISTORY WHERE YOU CAN ACTUALLY FEEL AND HEAR THE TERRAIN SINGING TO YOU. THE WOODS ROXBURY IS SUCH A PLACE AS EVIDENCED BY OUR RECENT SALES. This 25 acre lot features un-touched historic stone walls, a beautiful stream flowing, gently

  Jill Sloane Brown Harris Stevens

  204 North St Unit Lot 3, Roxbury, CT 06783
• 

  

  /40

  $1,795,000

  • 4 Beds
  • 4 Baths
  • 4,310 Sq Ft

  25 Highmeadow Ln, Roxbury, CT 06783

  Sprawling 4-bedroom colonial as part of a peaceful and private 17-acre estate in desirable Roxbury, CT. Sighted well on open rolling lawns with sweeping sunrise/sunset views, this property offers country living with exceptional versatility. The sun-filled eat-in kitchen features has sliders that open to a jumbo 58' deck with awning and open views. Generous main-level spaces include a dramatic

  William Bolls Compass Connecticut, LLC

  25 Highmeadow Ln, Roxbury, CT 06783
• 

  

  /40

  $595,000

  • 4 Beds
  • 2 Baths
  • 2,752 Sq Ft

  33 Hatch Rd, Bridgewater, CT 06752

  Loaded with potential, 1884 antique colonial may be Bridgewater's only legal Two Family. STRICTLY AS-IS sale subject to probate. Option to be a 4 BR, 2 BTH country home having high ceilings, and sizable rooms with Victorian flare, an in-law arrangement, or remain two family. Needs work such as front stoop re-build and re-do mud room/spare bath. In-Law could access virtually step-free. Clean with

  Paul Valeri Paul Valeri, Realtors

  33 Hatch Rd, Bridgewater, CT 06752
• 

  

  /40

  $729,000

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft

  28 Rock Cut Rd, Bridgewater, CT 06752

  Escape to the beauty of Bridgewater Connecticut! This completely renovated home on 2+ acres will WOW and equally welcome you. A stunning home from one room to the next with open space and perfect updates. The kitchen-a true show stopper. The abundant soft close cabinetry, stainless steel appliances, the granite countertop and island create a great entertaining space framed perfectly with rich

  Mary Ellen Barnett William Pitt Sotheby's Int'l

  28 Rock Cut Rd, Bridgewater, CT 06752
• 

  

  /34

  $1,895,000

  $105K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,198 Sq Ft

  18 Ranney Hill Rd, Roxbury, CT 06783

  Perfect Country Home! Located close to town on a quiet country road. Built is 2018, the new owners have done extensive Landscaping. A privacy fence was installed on the front of the property with evergreens planted on both sides of the fence . There is a small apple orchard planted on the property. Extensive stonework and plantings have been done around the house and an in ground pool with pebble

  Sharon McGuire William Pitt Sotheby's Int'l

  18 Ranney Hill Rd, Roxbury, CT 06783
• 

  

  /34

  $3,395,000

  $1M PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 7,063 Sq Ft

  11 Ravenrock, Roxbury, CT 06783

  A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound

  Maria Taylor Klemm Real Estate Inc

  11 Ravenrock, Roxbury, CT 06783
• 

  

  /3

  $395,000

  • Land
  • 2.53 Acres
  • $156,126 per Acre

  133 Painter Hill Rd, Woodbury, CT 06798

  Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic

  Judith Auchincloss Klemm Real Estate Inc

  133 Painter Hill Rd, Woodbury, CT 06798
• 

  

  /40

  $1,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,324 Sq Ft

  55 Good Hill Rd, Woodbury, CT 06798

  Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms

  Stacey Matthews W. Raveis Lifestyles Realty

  55 Good Hill Rd, Woodbury, CT 06798
• 

  

  /20

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 2,059 Sq Ft

  20 Wellers Bridge Rd, Roxbury, CT 06783

  This handsome 1820's Colonial, set behind large shade trees on 1.33 acres just off the Green, is an easy walk to the Library, Booth School, Apple Lane Park, Churches, Tennis courts, and a morning cuppa at the Roxbury Market. Major renovation in 2018 included New HVAC, New wiring, Rebuilt Porch and more. New Well installed dedicated to this property replaced shared source. Interior makeover

  WAYNE PISKURA Klemm Real Estate Inc

  20 Wellers Bridge Rd, Roxbury, CT 06783
• 

  

  /35

  $1,795,000

  • 5 Beds
  • 6 Baths
  • 5,447 Sq Ft

  233 Southbury Rd, Roxbury, CT 06783

  Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand

  Kathryn Clair William Pitt Sotheby's Int'l

  233 Southbury Rd, Roxbury, CT 06783
• 

  

  /33

  $679,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft

  216 Baker Rd, Roxbury, CT 06783

  Step back in time with this historic 1800s Colonial that retains its original character and charm while offering modern amenities, including an updated kitchen and bathrooms. The home features four bedrooms upstairs with wood floors, including a primary bedroom with an attached room currently used as an office. The main level with a den, living room with fireplace, dining room, and a

  David Landau RE/MAX Right Choice

  216 Baker Rd, Roxbury, CT 06783

Showing Results 41 - 77, Page 2 of 2