Homes for Sale near Booth Free School

• 

  

  

  /39

  $1,250,000

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

  17 Meredith Ln, New Milford, CT 06776

  A rare luxury offering with exceptional garage capacity for car collectors, hobbyists, & enthusiasts. This property features 4 oversized bays w/ high ceilings & heated spaces-ideal for RVs, trucks, boats, equipment, or specialty vehicles. The fully permitted 1BR, 1.5BA secluded guest house includes a full kitchen & offers a private, flexible living space perfect for extended family, inlaws, an au

  Dawn Masella Coldwell Banker Realty

  17 Meredith Ln, New Milford, CT 06776
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• 

  

  

  /40

  $415,000

  • 2 Beds
  • 3 Baths
  • 2,448 Sq Ft

  15 Bridgewater Common, Bridgewater, CT 06752

  Sophisticated & Spacious tri-level Bridgewater townhome offers a wonderful lifestyle, desired amenities & fine details. Its 2,400 sq. ft. of brilliant living space is an unmatched value. The beautifully open & versatile main level features a super-sized, super-bright kitchen, highlighted by a wide front bay window, lots of cabinets & a coffee/buffet bar. The grand LR & DR space invites you to

  Carole Sansone William Raveis Real Estate

  15 Bridgewater Common, Bridgewater, CT 06752
• 

  

  

  /39

  $400,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  1773 S Britain Rd, Southbury, CT 06488

  Welcome home to this cozy and charming updated 3-bedroom, 1-bath ranch! Thoughtfully refreshed and move-in ready, this inviting home features a beautifully updated kitchen with butcher block countertops and a stylish tile backsplash. The updated bathroom adds a fresh, modern touch, while beautiful hardwood floors bring warmth throughout the living spaces. A convenient 2-car garage provides plenty

  Heather Crabtree RE/MAX RISE

  1773 S Britain Rd, Southbury, CT 06488
• 

  

  

  /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
• 

  

  /35

  $1,795,000

  • 4 Beds
  • 3.5 Baths
  • 2,929 Sq Ft

  397 Christian St, Bridgewater, CT 06752

  Historic Elegance Meets Modern Luxury. Quintessential Bridgewater charm meets historic provenance in this extraordinary 1829 residence. Originally the historic Mallet District Schoolhouse, the home was masterfully restored and expanded in 2006, seamlessly merging centuries-old character with sophisticated contemporary luxury. Set on a coveted, level one-acre lot framed by iconic New England stone

  Kathryn Clair William Pitt Sotheby's Int'l

  397 Christian St, Bridgewater, CT 06752
• 

  

  /21

  $949,000

  • 2 Beds
  • 2 Baths
  • 2,261 Sq Ft

  122 River Rd, Washington Depot, CT 06794

  Welcome to this charming 2-bedroom, 2-bath single-level home nestled along the scenic Shepaug River with approximately 190 feet of river frontage. Light-filled and inviting, the home features hardwood floors throughout, a spacious living room with French doors opening to an oversized deck overlooking the expansive, level yard. The family room offers built-ins and direct access to the deck, while

  Maria Taylor Klemm Real Estate Inc

  122 River Rd, Washington Depot, CT 06794
• 

  

  /4

  $1,000,000

  • Land
  • 62 Acres
  • $16,129 per Acre

  245 Hoop Pole Hill Rd, 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 14.9-acre parcel (MLS# 24192651) and this adjoining 62-acre parcel Featuring a charming 3-bedroom home, the property offers a rare combination of rolling meadows, mature woodlands, and open fields, creating endless

  Chris Ferguson Keller Williams Realty

  245 Hoop Pole Hill Rd, Woodbury, CT 06798
• 

  

  /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
• 

  

  /30

  $544,900

  $55K PRICE DROP

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

  325 New Milford Rd E, Bridgewater, CT 06752

  Move right into this bright and well-maintained 4-bedroom, 2-bath split-level home set on a private, wooded 3-acre lot in desirable Bridgewater with low taxes. Recent updates include all new windows (2022), new gutters (2023), freshly painted kitchen cabinet doors (2026), and freshly painted bathrooms. The main level offers an open floor plan with hardwood floors, a spacious kitchen, and a

  Doug Collins Coldwell Banker Realty

  325 New Milford Rd E, Bridgewater, CT 06752
• 

  

  /40

  $1,495,000

  $105K 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
• 

  

  /20

  $1,269,000

  $31K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  85 Good Hill Rd, Roxbury, CT 06783

  Completely remodeled 3 bedroom, 2.5 bath open concept home, with two fireplaces (one with wood burning insert), kitchen with stainless appliances, granite counters and large island. Property is private - boarders 18 acre land trust and farm land. Gunite pool (propane heater) with pavilion and fire pit for entertaining. Hot tub off main bedroom patio. Property features stone walls, steps and

  Jason Saphire www.HomeZu.com

  85 Good Hill Rd, Roxbury, CT 06783
• 

  

  /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

  $995,000

  $104K 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
• 

  

  /33

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 4,070 Sq Ft

  4 Mia Bella Dr, New Milford, CT 06776

  Classy 4 bedroom plus huge bonus room Colonial with Sunset Views on Nearly 2 Acres in Premier neighborhood. A spacious eat-in kitchen w/ garden views features a large island, granite countertops, Sub-Zero fridge, Wolf oven and breakfast nook that opens to terraced patio w/ outdoor kitchen and multiple seating areas. Front to back family room with stone fireplace with propane insert. French doors

  Joe Chemero Coldwell Banker Realty

  4 Mia Bella Dr, New Milford, CT 06776
• 

  

  /29

  $589,990

  Open Sun 12PM - 1:30PM

  • 3 Beds
  • 3 Baths
  • 1,248 Sq Ft

  21 Carriage Ln, Roxbury, CT 06783

  A former artist retreat is waiting for you! This Ranch/Rambler style home boasts an open concept with vaulted ceilings. Enjoy all the privacy that Roxbury and the Litchfield Hills offers, yet have convenient access to major highways. The home offers 3 bedrooms and 3 full baths. There is opportunity to convert the lower level into a in-law space should you desire. The outdoor space is primed for

  Frank Durante William Raveis Real Estate

  21 Carriage Ln, Roxbury, CT 06783
• 

  

  /7

  $179,900

  $70K PRICE DROP

  • Land
  • 1.97 Acres
  • $91,320 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
• 

  

  /40

  $3,495,000

  • 4 Beds
  • 4.5 Baths
  • 4,456 Sq Ft

  35 Schoolhouse Rd, Roxbury, CT 06783

  Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room

  Pels Matthews W. Raveis Lifestyles Realty

  35 Schoolhouse Rd, Roxbury, CT 06783
• 

  

  /40

  $1,682,000

  • 3 Beds
  • 3.5 Baths
  • 3,291 Sq Ft

  61 Lower Church Hill Rd, Washington Depot, CT 06794

  Set in an exceptional location on a quiet country road in Washington, Connecticut, this beautifully crafted home abuts the Steep Rock land preserve, offering a wonderful sense of privacy and natural beauty. Enter into a large, inviting great room that flows seamlessly into the open kitchen, complete with a generous center island and breakfast nook. The main house features two en-suite bedrooms,

  Austin Farmer W. Raveis Lifestyles Realty

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

  

  /37

  $899,000

  $296K 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
• 

  

  /31

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  47 Woods Way Unit 47, Woodbury, CT 06798

  Welcome to 47 Woods Way! This beautifully renovated Woodlake townhouse is truly move-in ready, offering stylish updates and the convenience of a garage just steps from your front door. Step inside to discover a gorgeous new kitchen featuring crisp white Shaker cabinetry, gleaming quartz countertops, and stainless steel appliances. New RevWood by Mohawk flooring flows throughout the first floor,

  Stephanie Chapman BHGRE Gaetano Marra Homes

  47 Woods Way Unit 47, Woodbury, CT 06798
• 

  

  /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
• 

  

  /27

  $1,499,000

  $150K 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
• 

  

  /38

  $1,695,000

  $100K PRICE DROP

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

  25 Highmeadow Ln, Roxbury, CT 06783

  Imagine yourself at this private Litchfield County estate where open land, views, and timeless New England charm come together. Set on over 17 acres, this exceptional property offers the rare combination of privacy, recreation, and versatility, featuring a beautifully appointed Colonial, classic barn with apartment, heated gunite saltwater pool, and expansive grounds just 90 minutes from

  William Bolls Compass Connecticut, LLC

  25 Highmeadow Ln, Roxbury, CT 06783
• 

  

  /40

  $710,000

  $19K PRICE DROP

  • 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
• 

  

  /23

  $499,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,287 Sq Ft

  389 Tepi Dr, Southbury, CT 06488

  Welcome to 389 Tepi Dr, a charming Southbury home offering comfortable living in a desirable setting. This inviting property features a functional layout with spacious living areas, well-proportioned bedrooms, and plenty of natural light. Enjoy the convenience of a welcoming kitchen, comfortable gathering spaces, and a private outdoor area ideal for relaxing or entertaining. Set in a peaceful

  Thomas Mele Social & Co Realty

  389 Tepi Dr, Southbury, CT 06488
• 

  

  /35

  $1,795,000

  $205K 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
• 

  

  /40

  $724,000

  • 4 Beds
  • 2.5 Baths
  • 3,409 Sq Ft

  10 Sundance Rd, New Milford, CT 06776

  Tucked away at the end of a quiet cul-de-sac, this stunning move-in-ready Colonial offers the perfect blend of privacy, sophistication, and comfort on 1.84 beautifully landscaped acres. Thoughtfully updated throughout, the home exudes modern farmhouse style with rich dark-stained hardwood floors, designer finishes, and countless improvements that will provide peace of mind for years to come.A

  Julie Thompson Coldwell Banker Realty

  10 Sundance Rd, New Milford, CT 06776
• 

  

  /8

  $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

  $1,790,000

  $205K PRICE DROP

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

  55 Good Hill Rd, Woodbury, CT 06798

  Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. 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

  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 - 78, Page 2 of 2