Drakeley Real Estate

Drakeley Real Estate Drakeley Real Estate is a family run business founded in 1986. Located in Woodbury, CT!

Price Improvement | 346 Westside Road, Goshen 🏡🌊Lakefront living on Westside Pond, now offered at $899,000.This beautifu...
09/06/2026

Price Improvement | 346 Westside Road, Goshen 🏡🌊

Lakefront living on Westside Pond, now offered at $899,000.

This beautifully reimagined waterfront retreat features an open-concept layout, designer kitchen, spa-inspired baths, expansive lakeside decks, private dock, hot tub, and direct access to one of Litchfield County’s few non-restricted motorboat lakes.

A turnkey escape ready to enjoy year-round.

📍 346 Westside Road, Goshen, CT
💰 Now offered at $899,000

Contact Jeff Boucher for more: 203-709-423

PRICE IMPROVEMENT + OPEN HOUSE 🏡Now offered at $1,590,000!📍 40 Ruffin Road, Woodbury📅 OPEN HOUSE: Saturday, September 5⏰...
09/01/2026

PRICE IMPROVEMENT + OPEN HOUSE 🏡

Now offered at $1,590,000!

📍 40 Ruffin Road, Woodbury
📅 OPEN HOUSE: Saturday, September 5
⏰ 11:00 AM – 1:00 PM

Set on 6.3 beautiful acres, this one-of-a-kind Woodbury estate features an 1881 vintage home, inground pool, two-story pole barn, oversized three-car garage, and so much more.

Come see this incredible property for yourself!

✨ PRICE IMPROVEMENT | $819,000 ✨131 Woods Way Drive, Southbury 🏡Tucked away at the end of a quiet cul-de-sac, this beaut...
08/22/2026

✨ PRICE IMPROVEMENT | $819,000 ✨

131 Woods Way Drive, Southbury 🏡

Tucked away at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom Colonial offers plenty of space inside and out—from the floor-to-ceiling stone fireplace and updated kitchen to the sunroom, finished lower level, and private backyard.

Now offered at $819,000.

📲 Contact Jeff Boucher | 203-709-1423 for more information or to schedule a showing.

🏡 Just Sold in Prospect!Congratulations to MaryAnn Bennett and her buyers on the closing of 11 Coachlight Circle for $65...
08/21/2026

🏡 Just Sold in Prospect!

Congratulations to MaryAnn Bennett and her buyers on the closing of 11 Coachlight Circle for $658,000! 🎉

Wishing the new homeowners many happy years ahead! 🔑

🏡 ANOTHER OPEN HOUSE — Sunday, August 16th | 1–3 PMStep inside a piece of Bethlehem history at 114 Carmel Hill Rd. N.Thi...
08/15/2026

🏡 ANOTHER OPEN HOUSE — Sunday, August 16th | 1–3 PM

Step inside a piece of Bethlehem history at 114 Carmel Hill Rd. N.

This authentic antique home is filled with timeless character — original wide-board floors, high ceilings, three fireplaces, and a grand central chimney — all set on beautifully landscaped grounds. Outside, you’ll find a post-and-beam barn and a fully approved additional building lot with its own private driveway, offering a rare opportunity for expansion, a guest house, or family compound.

Come see it for yourself tomorrow.

📍 114 Carmel Hill Rd. N, Bethlehem, CT
💰 $699,900
🗓 Sunday, August 16th
⏰ 1:00–3:00 PM

Tim Drakeley | 203-510-9184

🏡 OPEN HOUSE | 47 Academy Hill, WatertownSpend your Sunday touring this beautiful home—complete with plenty of space, a ...
08/14/2026

🏡 OPEN HOUSE | 47 Academy Hill, Watertown

Spend your Sunday touring this beautiful home—complete with plenty of space, a private backyard, and a pool made for summer days. ☀️🏊

📅 Sunday, August 16th
⏰ 11:00 AM – 1:00 PM
📍 47 Academy Hill, Watertown, CT

Stop by and see it for yourself!

📲 Tim Drakeley | 203-510-9184

🏡 Just Listed in Waterbury!Welcome to 802 Bunker Hill Ave.—a charming, move-in ready Colonial in one of Waterbury’s most...
08/11/2026

🏡 Just Listed in Waterbury!

Welcome to 802 Bunker Hill Ave.—a charming, move-in ready Colonial in one of Waterbury’s most sought-after neighborhoods. Featuring an updated kitchen, beautiful hardwood floors, a spacious deck, and a versatile enclosed front porch, this home is ready for its next chapter.

💲324,900

📲 Contact Jeff Boucher at (203) 709-1423 for more information or to schedule your showing.

🏡 Just Sold! Congratulations to our buyers on finding their beautiful new home in Woodbury.Set on 2+ private acres with ...
08/04/2026

🏡 Just Sold! Congratulations to our buyers on finding their beautiful new home in Woodbury.

Set on 2+ private acres with one-level living, vaulted ceilings, a chef’s kitchen, and peaceful country surroundings, this property offered the perfect blend of comfort and convenience.

Congratulations to MaryAnn Bennett on another successful closing! 🎉

Now offered at $849,000!Nestled at the end of a quiet Southbury cul-de-sac, this beautifully maintained 4-bedroom Coloni...
08/01/2026

Now offered at $849,000!

Nestled at the end of a quiet Southbury cul-de-sac, this beautifully maintained 4-bedroom Colonial offers cathedral ceilings, an updated eat-in kitchen, a finished lower level, and a private, tree-lined backyard.

📍131 Woods Way Drive, Southbury, CT
📲 Contact Jeff Boucher at (203) 709-1423 for your private showing.

✨ Step inside one of Watertown’s most iconic homes.Join Tim Drakeley this Sunday from 11:00 AM–1:00 PM at 47 Academy Hil...
07/31/2026

✨ Step inside one of Watertown’s most iconic homes.

Join Tim Drakeley this Sunday from 11:00 AM–1:00 PM at 47 Academy Hill, Watertown and experience this beautifully maintained Victorian offering over 3,700 sq. ft., stunning period details, and an in-ground pool.

📍 47 Academy Hill, Watertown, CT
💲 $899,900

Address

256 Main Street S
Woodbury, CT
06798

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

Telephone

+12032634336

Website

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