Woodbury, Connecticut is a charming New England town known for its antique shops, historic homes, and beautiful countryside. With its picturesque streets lined with 18th and 19th-century buildings, Woodbury is a popular destination for tourists and locals alike. Visitors can enjoy a variety of outdoor activities, including hiking, fishing, and picnicking in nearby state parks.

Best Choice of Shopping

  1. Antique Market Place: Offering a vast selection of antiques and collectibles from over 200 dealers, Antique Market Place is a must-visit for anyone interested in unique, high-quality pieces.
  2. LaBonne's Market: This upscale grocery store offers an extensive selection of gourmet foods, wines, and spirits, as well as a deli and bakery.
  3. The Golden Button: A boutique gift shop featuring locally made art and crafts, as well as jewelry and home decor items.
  4. New Morning Market: A natural foods store with an extensive selection of organic and locally sourced produce, meat, and dairy products, as well as supplements and wellness products.
  5. Connecticut Antique Machinery Association: Not your typical shopping destination, but a fascinating place to explore vintage machinery and learn about Connecticut's industrial history.

Most Luxurious Hotels

  1. The Curtis House Inn: A historic bed and breakfast dating back to the 1730s, featuring elegant rooms with fireplaces and four-poster beds.
  2. The Mayflower Inn & Spa: A luxury hotel and spa set on 58 acres of lush gardens and woodlands, offering elegant accommodations, fine dining, and a full-service spa.
  3. The Inn at Mount Pleasant: A picturesque bed and breakfast offering comfortable rooms and suites with period decor and modern amenities, as well as a relaxing outdoor pool.
  4. The Guest House at Norwalk Inn: A stylish and modern boutique hotel featuring spacious rooms and suites with luxury amenities, as well as a restaurant and bar.
  5. Delamar Southport: A chic and sophisticated hotel with plush rooms and suites, a full-service spa, and a rooftop bar with stunning views of the Long Island Sound.

Excellent Dining

  1. The Good News Cafe: An eclectic eatery offering creative, farm-to-table dishes and artisanal cocktails in a cozy and intimate atmosphere.
  2. Market Place Kitchen & Bar: A trendy restaurant featuring upscale New American cuisine and an extensive wine list, as well as a lively bar scene.
  3. John's Cafe: A family-owned restaurant serving classic American dishes and seafood in a casual and welcoming setting.
  4. The Copper Beech Inn: A historic inn and restaurant offering refined New England cuisine and an extensive wine list in an elegant and romantic atmosphere.
  5. The Irons Restaurant & Bar: A sleek and modern restaurant located at the Hilton Mystic, featuring farm-to-table cuisine, craft cocktails, and panoramic views of Mystic.

World Class Residence

  1. Chateau Soleil: A stunning French-inspired estate featuring a private lake, tennis court, pool, and guest house, as well as luxurious living spaces and exquisite architectural details.
  2. The Oaks: A grand and stately colonial-style mansion set on 20 acres of pristine woodland, featuring a pool, tennis court, and elegant living spaces.
  3. Cedar Hill Estate: A magnificent waterfront property with sweeping views of Long Island Sound, featuring a private beach, pool, tennis court, and elegant living spaces.
  4. Twin Ponds Estate: A sprawling property set on over 20 acres of picturesque countryside, featuring a main house, guest house, pool, tennis court, and lush gardens.
  5. Deer Run Farm: A peaceful and private retreat set on 80 acres of rolling hills and woodlands, featuring a stunning main house, guest house, barn, pool, and tennis court.
Welcome to Upper Grassy Hill Living !
$999,000
Courtesy of William Pitt Sotheby's Int'l
A rare portfolio deal featuring a thriving, family run restaurant and adjacent residence under unified ownership since the 1950s.
$1,200,000
Courtesy of William Raveis Real Estate
Welcome to your private slice of country paradise !
$974,900
Courtesy of ListWithFreedom.com
Recently updated Colonial offering 7 rooms, 4 bedrooms, 2 full bathrooms, and 2 half bathrooms with pond views and frontage.
$449,900
Courtesy of Coldwell Banker Calabro
Tucked away in absolute privacy, yet centrally located, this exceptional estate offers 6, 300 square feet of refined living space that seamlessly blends country sophistication modern luxuries.
$1,895,000
Courtesy of Keller Williams Realty Prtnrs.
Welcome to one of the most charming communities in Connecticut.
$795,000
Courtesy of Coldwell Banker Realty
Looking for space ? Need a workshop ?
$650,000
Courtesy of Klemm Real Estate Inc
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 !
$2,495,000
Courtesy of Showcase Realty, Inc.
Beautifully maintained three bedroom Colonial with stunning views, conveniently located close to town is ready for its new owners.
$664,900
Courtesy of Coldwell Banker Realty
Experience the true essence of country living in this classic Saltbox Colonial, perfectly situated on 2.
$599,000
Courtesy of Coldwell Banker Realty
Welcome to this beautiful 3 bedroom, 2.
$575,000
Courtesy of Keller Williams Realty
NOTE NEW PRICE POINT FOR THIS LOVELY WOODBURY RESIDENCE !
$439,000
Courtesy of Adams & Adams Real Estate
This 4, 632 square foot home sits on 20.
$1,250,000
Courtesy of William Raveis Real Estate
Set on a quiet cul de sac and bordering open space, this beautifully maintained 4BR, 4BTH colonial blends charm w modern comfort functionality.
$814,900
Courtesy of William Pitt Sotheby's Int'l
Beautifully constructed and perched atop a scenic 3 acre lot, this stately gambrel colonial is just a 5 minute drive from charming downtown Woodbury.
$839,900
Courtesy of Drakeley Real Estate, Inc.
Welcome to this beautifully maintained Colonial, tucked away in the highly desirable Quassapaug area.
$699,900
Courtesy of Renee & Associates
SELLERS HAVE REMOVED ALL CARPETS, INSTALLED LAMINATE HARD WOOD THROUGHOUT BOTH LEVELS.
$460,000
Courtesy of Drakeley Real Estate, Inc.
Welcome to Woodbury, a quintessential New England town.
$1,100,000
Courtesy of Showcase Realty, Inc.
Nestled in one of Woodbury's most sought after enclaves, 77 North Gate Rd epitomizes refined living.
$875,000
Courtesy of eXp Realty
To be built Modern style home with gorgeous southern views and privacy from your neighbors.
$990,000
Courtesy of Drakeley Real Estate, Inc.
Exceptionally constructed contemporary set on almost 9 acres with a beautiful view of distant hilltops.
$1,950,000
Courtesy of Klemm Real Estate Inc
Presenting a rare opportunity to acquire a 23 acre parcel that has been held within a family for generations.
$675,000
Courtesy of William Pitt Sotheby's Int'l
Welcome to Woodbury ! Rebuilt in 1991, this stunning 3, 736 sq ft single family estate sits gracefully on over 11 acres, offering the perfect blend of refined luxury and ...
$875,000
Courtesy of William Raveis Real Estate
Welcome to your North Woodbury bucolic retreat !
$675,000
Courtesy of Berkshire Hathaway NE Prop.
A Real Classic ! Beautifully renovated with many original features.
$899,900
Courtesy of Berkshire Hathaway NE Prop.
This impressive, early 1900s colonial style barn conversion, uniquely blends historic charm with modern comfort, offering 6 bedrooms, 3 full baths, and spanning 4, 245 sq ft on a picturesque ...
$747,700
Courtesy of eXp Realty
Custom built. This unique home is made for entertaining.
$1,275,000
Courtesy of William Raveis Real Estate
An Antique home with two large barns that offers a unique opportunity for a mixed use development.
$699,900
Courtesy of Drakeley Real Estate, Inc.
A long winding drive leads you to Four Winds Farm.
$2,100,000
Courtesy of Klemm Real Estate Inc
Discover the charm of this beautiful antique home in the heart of Woodbury !
$699,900
Courtesy of Drakeley Real Estate, Inc.
VIEWS Wonderful views for a home site or farm.
$400,000
Courtesy of W. Raveis Lifestyles Realty
Come home to a unique 3082 sqft, one of a kind custom built Colonial home all set on 5 secluded acres.
$950,000
Courtesy of William Raveis Real Estate
Need space ! This elegant Colonial in Carriage Hills features approximately 5700 sqft of living space, including a walk out lower level suitable for an in law suite or for ...
$1,075,000
Courtesy of Klemm Real Estate Inc
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