35

Homes for Sale near Bethlehem Elementary School

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  • /26

    $999,900

    • 3 Beds
    • 2.5 Baths
    • 2,042 Sq Ft

    27 Middle Quarter Rd, Woodbury, CT 06798

    Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 457-8490

    27 Middle Quarter Rd, Woodbury, CT 06798
  • /40

    $874,900

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    337 Main St S, Woodbury, CT 06798

    A Real Classic! Beautifully renovated with many original features. Located in the Historic District in the heart of Woodbury. Stroll along Main Street to parks, excellent restaurants, house of worship, conveniences and antique shops. Home is just lovely with exposed beams, wide board hardwood floors, 4 fireplaces, outside on the patio, primary bedroom, dining room and living room. One fireplace

    Agent Photo

    Marian Van Egas

    Berkshire Hathaway NE Prop.

    (475) 255-3184

    337 Main St S, Woodbury, CT 06798
  • /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

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 872-6817

    6 Tulip Tree Ln, Bethlehem, CT 06751
  • /2

    $249,900

    • Land
    • 23.68 Acres
    • $10,553 per Acre

    6 Tulip Tree Ln, Bethlehem, CT 06751

    Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-6 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 4-6 additional home sites that are currently for sale. Maps attached!

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 902-2693

    6 Tulip Tree Ln, Bethlehem, CT 06751
  • /30

    $749,900

    • 3 Beds
    • 2 Baths
    • 2,430 Sq Ft

    114 Carmel Hill Rd N, Bethlehem, CT 06751

    This authentic antique home is ideally located on one of Bethlehem's most desirable country roads, surrounded by other elegant historic properties. Meticulously maintained, it showcases true period charm with spacious rooms, high ceilings, original wide-board floors throughout, and a grand central chimney serving three fireplaces. The main level is perfect for both daily living and entertaining,

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 437-6154

    114 Carmel Hill Rd N, Bethlehem, CT 06751
  • /38

    $475,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,836 Sq Ft

    242 Bacon Pond Rd, Woodbury, CT 06798

    Charming antique home in the heart of Woodbury with a separate legal 700 sq. ft. apartment over the detached 2-car garage, offering excellent rental income potential. Full of vintage character, this special property features wide board antique flooring, original details, built-ins, and three fireplaces, including one in the cozy eat-in kitchen. Set on a gorgeous long, treed in-town lot, the

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 882-8908

    242 Bacon Pond Rd, Woodbury, CT 06798
  • /40

    $794,500

    • 4 Beds
    • 2.5 Baths
    • 3,603 Sq Ft

    4 Hard Hill Rd S, Bethlehem, CT 06751

    This exceptional Colonial offers over 3,600 square feet of beautifully designed living space, combining comfort, versatility. Enjoy the natural rhythm of the home's east-facing front, welcoming each day with stunning sunrises, while the west-facing deck provides the perfect setting for relaxing evening sunsets. The main level features a tastefully updated eat-in kitchen with granite countertops,

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    (475) 405-3514

    4 Hard Hill Rd S, Bethlehem, CT 06751
  • /25

    $309,990 Open Sun 1PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 1,316 Sq Ft

    54 Clubhouse Dr Unit 54, Woodbury, CT 06798

    Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

    Henrik K Kjaer Keller Williams Realty

    54 Clubhouse Dr Unit 54, Woodbury, CT 06798
  • /39

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,545 Sq Ft

    45 N Gate Rd, Woodbury, CT 06798

    Welcome to Woodbury, a quintessential New England town. This house is located in a very desirable neighborhood, just north of the town center. An inviting covered front porch will greet you. This leads to a 2 story foyer and an open floor plan opens up in front of you! To the left is a formal LR/Den. (cozy up with a good book) To the right is formal Dining Room with a trey ceiling, seats 8-10

    Jeff Colt Showcase Realty, Inc.

    45 N Gate Rd, Woodbury, CT 06798
  • /21

    $1,595,000

    • 2 Beds
    • 4 Baths
    • 10,000 Sq Ft

    184 Todd Hill Rd, Bethlehem, CT 06751

    Welcome to Todd Hill Stables! Incredible opportunity for turnkey horse facility with additional room for expansion on almost 40 acres! Live, work and play on this beautiful property in a prime location with sweeping southern views. The property features a 184ft x 63ft indoor riding arena with elevated viewing area. Adjacent to the indoor arena is unique building to live and work all in one. It

    Andrew Murphy E.J. Murphy Realty

    184 Todd Hill Rd, Bethlehem, CT 06751
  • /34

    $1,925,000

    • 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
  • /40

    $377,750

    • 3 Beds
    • 2.5 Baths
    • 2,069 Sq Ft

    2 South Meadows Unit 2, Woodbury, CT 06798

    Spring-Ahead & Welcome Home...to an upscale residence w/3 levels of quiet elegance. Enjoy the vacation at home..."Woodlake Life Style". Each room is thoughtfully purposed and decorated with a classy style. A spacious "open" concept kitchen includes "Corian" countertops. Cherry toned flooring adds a warm welcome to the first floor, as does the working fireplace. The 1st., floor powder room is

    Terry Lee Adams Adams & Adams Real Estate

    2 South Meadows Unit 2, Woodbury, CT 06798
  • /19

    $449,000

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft

    360 Old Sherman Hill Rd, Woodbury, CT 06798

    Come view this charming 3 bedroom, 2 full bath, single family home in beautiful Woodbury! Enjoy an above ground pool with a deck wrapped around it-perfect for relaxing year round while taking in the sweeping natural views out back. A spacious 2 car detached garage sits in the middle of a large private semi-circular driveway, offering plenty of parking and storage. Upon entering the front of the

    Levi Judqin Brass Moon Realty

    360 Old Sherman Hill Rd, Woodbury, CT 06798
  • /40

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,640 Sq Ft

    24 Woods Way Unit 122A, Woodbury, CT 06798

    An updated condo w/modern overtones for you! Comfort and updated style greet you in this spacious, airy, end unit! 3 Spacious Bedrooms and 2.5 oversized bathrooms for your living enjoyment. The Condo has been tastefully renovated and professionally cleaned for your move-in-day! The Homestead floor plan provides a Galley Kitchen with a "great-room application". This is a lovely space to utilize as

    Terry Lee Adams Adams & Adams Real Estate

    24 Woods Way Unit 122A, Woodbury, CT 06798
  • /16

    $849,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 4 Baths
    • 3,082 Sq Ft

    148 Flanders Rd, Woodbury, CT 06798

    Country Living Abounds with this unique custom built one of a kind Cape nestled on 5 secluded acres. This home features an open floor plan with post and beam construction, beamed ceilings, oak floors, Plaster Walls, fully applianced Kitchen with breakfast bar, a spacious Family Room with brick fireplace, built-ins, & slider leading to back deck. The Living Room with fireplace is adjacent to a

    Ron Nettleton William Raveis Real Estate

    148 Flanders Rd, Woodbury, CT 06798
  • /37

    $499,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 2,102 Sq Ft

    14 Meadow Crest Dr, Woodbury, CT 06798

    Opportunity knocks! Your chance to reside in an exclusive cul-de-sac area of north Woodbury! Homes on this street rarely come on the market. Situated on almost 4.5 acres and within a short drive of Woodbury and Watertown centers, including prestigious, private Taft School, this three bedroom, 1.5 bath colonial awaits its new owners! Exterior features include a chicken coop, above ground pool,

    Katherine Parlato Drakeley Real Estate, Inc.

    14 Meadow Crest Dr, Woodbury, CT 06798
  • /9

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,089 Sq Ft

    54 Mountain Rd, Woodbury, CT 06798

    Welcome to the Historic town of Woodbury! Don't miss the opportunity to own this beautiful and well maintained home which offers a functional layout and abundant natural light. Features include spacious living areas, a well-appointed kitchen, comfortable bedrooms and a private outdoor space ideal for relaxing or entertaining. Conveniently located near schools, shopping, and major routes. A

    Genesis Hernandez BHGRE Shore & Country

    54 Mountain Rd, Woodbury, CT 06798
  • /21

    $339,999

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

    8 Tamarack Ln Unit 8, Woodbury, CT 06798

    3 bedrooms on 2 levels in this spacious end-unit condo offering 2118 ft of comfort, style, and a peaceful setting. Although listed as a 2-bedroom, the expansive heated and cooled lower level features additional rooms, one currently used as a bedroom with a closet, a large family room, plus a storage room, and a laundry room! Many options for a home office or gym. On the main level, the updated

    Jennifer Mayo William Raveis Real Estate

    8 Tamarack Ln Unit 8, Woodbury, CT 06798
  • /38

    $275,000

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

    9 Highpoint Ct Unit 116E, Woodbury, CT 06798

    Owner occupied and thoughtfully maintained since August of 2000. A perfect 1st or 2nd. home. Included: one car garage, plus one assigned parking space, a deck and patio for grilling. Notice the wooded privacy in the back. Inside a convenient kitchen, a breakfast nook (Or computer area etc.) There is a large living/dining room combo. The Fireplace is sealed shut for safety. However, w/permits, you

    Terry Lee Adams Adams & Adams Real Estate

    9 Highpoint Ct Unit 116E, Woodbury, CT 06798
  • /30

    $585,000

    • 1 Bed
    • 2 Baths
    • 1,564 Sq Ft

    123 Cross Brook Rd, Woodbury, CT 06798

    Offered for the first time, this custom-built Cape was carefully designed with a vision for both comfortable living and future expansion. Currently configured for easy one-level living, the home features a spacious, well-built layout with hardwood floors and generously proportioned rooms throughout. Upstairs, a blank canvas awaits-ready to become additional bedrooms, a full bath, and expanded

    Jeff Boucher Drakeley Real Estate, Inc.

    123 Cross Brook Rd, Woodbury, CT 06798
  • /40

    $2,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,551 Sq Ft

    382 Weekeepeemee Rd, Woodbury, CT 06798

    The Jesse Peck Lambert Homestead, built in 1805 & thoughtfully restored, provides a seamless blend of historic charm & modern comfort. Set on 6.42 acres in Northern Woodbury on the Washington border just 2 hours from NYC, this 4-bedroom/3.5-bath home provides a serene escape with timeless appeal. The newly designed kitchen is a chef's dream, featuring custom rift-sawn white oak cabinets, oiled

    Jeff Phillips William Pitt Sotheby's Int'l

    382 Weekeepeemee Rd, Woodbury, CT 06798
  • /17

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    34 Transylvania Rd, Woodbury, CT 06798

    Charming Country Retreat- A perfect alternative to Condo Living! Nestled on a serene 3 acre lot with picturesque stream, this property offers the tranquility of country living while maintaining easy access to nearby amenities. One level living- enjoy the convenience of the primary bedroom with spacious walk-in closet on the same level as the open floor plan kitchen/dining/livingroom. The lower

    Betsy Rosa Berkshire Hathaway NE Prop.

    34 Transylvania Rd, Woodbury, CT 06798
  • /40

    $845,000

    • 3 Beds
    • 2.5 Baths
    • 3,074 Sq Ft

    189 Crane Hollow Rd, Bethlehem, CT 06751

    This Home Packs a Punch! Set on nearly 8 private acres in Bethlehem, this versatile property offers multiple living spaces designed for today's lifestyle. An expansive kitchen flows into a welcoming family room with a striking stone fireplace, while additional living areas - including a sun-filled garden room and a private in-law or guest suite with its own deck - provide incredible flexibility.

    Crosby Middlemass Coldwell Banker Realty

    189 Crane Hollow Rd, Bethlehem, CT 06751
  • /2

    $400,000

    • Land
    • 0.51 Acre
    • $784,314 per Acre

    1545 Main St N, Woodbury, CT 06798

    Rare Main Street commercial property available in Woodbury, CT. The land and the building upon it are being sold in "as is, where is" condition. Neither the probate court system, the attorney, or the broker have any knowledge as to any deficiencies on the property or if they even exist Located in the OS 60 zone, interested parties should consult with the planning and zoning to verify their

    Mario Longobucco Coldwell Banker Commercial NRT

    1545 Main St N, Woodbury, CT 06798
  • /40

    $699,000

    • 3 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    58 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. This stately circa 1845 home blends historic character with comfortable living. Set along scenic Good Hill Road and surrounded by lush, established gardens, featuring a black bottom gunite pool, private terrace, welcoming

    Christina Zainc BHGRE Gaetano Marra Homes

    58 Good Hill Rd, Woodbury, CT 06798
  • /36

    $850,000

    • 5 Beds
    • 3.5 Baths
    • 3,033 Sq Ft

    20 Cowles Rd, Bethlehem, CT 06751

    This beautiful meticulous cape built in 2001 looks brand new with 5 bedrooms-the master is on the first floor with master bath-and 4 bedrooms on the second floor. All the rooms have hardwood floors and the large eat-in kitchen was just remodeled. Enjoy the oversized front porch securely hidden from the road as well as the back deck overlooking the large, level grounds with plenty of privacy. This

    Joyce Drakeley Drakeley Real Estate, Inc.

    20 Cowles Rd, Bethlehem, CT 06751
  • /22

    $239,000

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

    47 Woods Way Unit 47, Woodbury, CT 06798

    This Country House model, end unit in Woodbury's Woodlake community offers two spacious bedrooms, with their own full baths, a detached one car garage and open floor plan on the main level. The Woodlake community provides non-motorized boating on the lake, hiking trails, basketball, tennis courts, and a playground area to name a few. The full unfinished basement offers more storage space. New

    Katherine Parlato Drakeley Real Estate, Inc.

    47 Woods Way Unit 47, Woodbury, CT 06798
  • /32

    $314,900

    • 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
  • /29

    $899,999 Open Sat 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    208 Wood Creek Rd, Bethlehem, CT 06751

    Historic Estate with Pond, Barns and 12.7 Acres of Natural Beauty - Step into a piece of New England history with this exceptional 12.7-acre estate, featuring a historic sea captain's home originally built in Mystic and relocated to Bethlehem in 1961. Rich in heritage and thoughtfully updated with newer roof and mechanics, the home offers three spacious bedrooms, including a primary suite with a

    Judy Stebbins Houlihan Lawrence WD

    208 Wood Creek Rd, Bethlehem, CT 06751
  • /40

    $799,000

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

    92 Minortown Rd, Woodbury, CT 06798

    Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and

    Heather Crabtree RE/MAX RISE

    92 Minortown Rd, Woodbury, CT 06798
  • /39

    $560,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,942 Sq Ft

    102 Harrison Ln, Bethlehem, CT 06751

    Welcome to this beautifully updated 3-4 bedroom, 2-bath ranch nestled in the heart of Litchfield County's peaceful countryside. Set on nearly 5 cleared acres, this property offers the perfect blend of comfort, space, and rural charm. Step inside to an inviting open floor plan featuring gleaming hardwood floors and abundant natural light throughout. The spacious living area is anchored by a cozy

    Heather Crabtree RE/MAX RISE

    102 Harrison Ln, Bethlehem, CT 06751
  • /38

    $289,900

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft

    9 Upper Commons Unit 9, Woodbury, CT 06798

    Welcome to 9 Upper Commons, Woodbury - Tucked away in a quiet, well-maintained community surrounded by mature trees and walking trails, this inviting 2-bedroom townhouse offers three levels for a comfortable, functional lifestyle. The main level features a spacious open-concept floor plan, ideal for everyday living or entertaining. Sliding doors off the dining area leads to your private

    Athan Zeno William Raveis Real Estate

    9 Upper Commons Unit 9, Woodbury, CT 06798
  • /27

    $315,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,542 Sq Ft

    24 Fox Run, Woodbury, CT 06798

    The works been done, now come and enjoy this recently renovated Country House model! Wood floors on the main level, Updated kitchen, Fireplace is decorative only. Spacious bedrooms, two full baths, deck and garage. For those who qualify there is an assumable 2.99% financing available. WOW Opportunity Knocks.

    Sindy Butkus Klemm Real Estate Inc

    24 Fox Run, 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
  • /27

    $304,900

    • 2 Beds
    • 3.5 Baths
    • 1,762 Sq Ft

    13 Clubhouse Dr Unit 13, Woodbury, CT 06798

    Welcome to this well-maintained 3-level condo in the desirable Woodlake community. This spacious unit offers 2 bedrooms, 3 full baths and 1 half bath, plenty of natural light, and a large private deck off the main living area. The kitchen features stainless steel appliances, with washer and dryer conveniently located on the upper level. A fully finished walkout lower level with a full bathroom

    Lance Camby Robert C White & Company LLC

    13 Clubhouse Dr Unit 13, Woodbury, CT 06798
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