Jeff Boucher Real Estate Agent - Drakeley Real Estate, Inc.

91 Dorman Rd, Oxford, CT Coming Soon $899,000 - listed by Jeff Boucher — Coming Soon $899,000

Jeff Boucher listing agent for 100 Decicco Rd, Waterbury, CT - sold for $310,000 — Sold $310,000

802 Bunker Hill Ave, Waterbury, CT Under Contract $324,900 - listed by Jeff Boucher — Under Contract $324,900

Jeff Boucher buyer's agent for 237 Concord Dr, Watertown, CT - sold for $495,000 — Sold $495,000

105 Heritage Village Unit B, Southbury, CT Pending $230,000 - listed by Jeff Boucher — Pending $230,000

Jeff Boucher

Woodbury CT

Drakeley Real Estate, Inc.

67 Closed Sales

$28M Total Value

$225K - $905K Price Range

$417.6K Average Price

Prior 5 years

About Jeff

Jeff is a life long resident of Watertown and Woodbury where he lives with his wife Kellie and their daughters. He has worked in the Construction and Service industry caring for many weekend and full time residents of Litchfield County. Jeff is a Licensed REALTOR with Drakeley Real Estate in Woodbury and a Licensed Home Improvement Contractor.

Property and Real Estate is second nature to Jeff and he has been involved with many new construction, renovation and specialty projects for some of the finest estates in Litchfield County and the surrounding area. Modern and unique homes with historic character are a specialty for Jeff. Maximizing reach on the social media and print platform for maximum exposure is paramount in a successful sale.

. He is available 7 days a week for consultation.

Relationships, Trust and Capability are what makes Jeff the right choice for your all your real estate needs.

Home Types: House, Commercial, Condo, Townhouse, Lot/Land, Multifamily

Years of Experience: 11

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	9
Total Value	$3,429,500
Average Sale Price	$381,056
Price Range	$35K - $860K

Buyer Deals
Total Deals	3
Total Value	$1,322,000
Average Sale Price	$440,667
Price Range	$367K - $495K

1 Year View by Quarter

Seller Deals
Total Deals	19
Total Value	$7,403,500
Average Sale Price	$389,658
Price Range	$35K - $860K

Buyer Deals
Total Deals	10
Total Value	$5,045,000
Average Sale Price	$504,500
Price Range	$365K - $905K

2 Year View by Quarter

Seller Deals
Total Deals	43
Total Value	$16,620,627
Average Sale Price	$386,526
Price Range	$35K - $860K

Buyer Deals
Total Deals	24
Total Value	$11,357,100
Average Sale Price	$473,213
Price Range	$163K - $905K

5 Year View

Areas Jeff is Experienced In

Jeff's Listings and Deals

Jeff's Recent Active Listings

$899,000
- 4 Beds
- 2.5 Baths
- 4,284 Sq Ft
91 Dorman Rd

Oxford, CT
Exceptional craftsmanship and timeless design come together in this beautifully maintained Colonial, set on professionally landscaped grounds with inviting outdoor living spaces. A charming wraparound front porch welcomes you into a light filled two story foyer and a thoughtfully designed floor plan ideal for everyday living and entertaining. The gourmet kitchen features granite countertops,

Jeff Boucher Drakeley Real Estate, Inc.

$2,150,000
- 5 Beds
- 4 Baths
- 3,645 Sq Ft
119 Judge Ln

Bethlehem, CT
Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and

Jeff Boucher Drakeley Real Estate, Inc.

$819,000
- 4 Beds
- 2.5 Baths
- 4,148 Sq Ft
131 Woods Way Dr

Southbury, CT
Nestled at the end of a quiet cul-de-sac in one of Southbury's most desirable neighborhoods, this beautifully maintained four-bedroom Colonial offers privacy, comfort, and exceptional spaces for entertaining. Set on a picturesque, tree-lined lot, the home welcomes you with a newly paved driveway, manicured grounds, and fresh paint throughout. Inside, the heart of the home is a stunning living

Jeff Boucher Drakeley Real Estate, Inc.

$89,900
- Land
- 0.83 Acre
- $108,313 per Acre
0 Brass Mill Dam Rd

Torrington, CT
Great lot in established subdivision with bordering open space preserve. Buyers and Agents to do their due diligence with town. City utilities available at street. Great location to build your home or opportunity for a builder and spec house. Close to Stillwater Pond State Park for fishing, kayaking and hiking. Close to RT8.

Jeff Boucher Drakeley Real Estate, Inc.

$975,000
- 2 Beds
- 2 Baths
- 1,662 Sq Ft
346 Westside Rd

Goshen, CT
A rare opportunity to own a meticulously reimagined waterfront retreat on coveted Westside Pond, one of Litchfield County's few non-restricted motorboat lakes. Since its purchase, the home has undergone a comprehensive, top-to-bottom transformation with virtually every aspect thoughtfully redesigned and upgraded. Major improvements include updated mechanicals and infrastructure, new electrical,

Jeff Boucher Drakeley Real Estate, Inc.

$324,900

Under Contract
- 3 Beds
- 1 Bath
- 1,130 Sq Ft
802 Bunker Hill Ave

Waterbury, CT
Move right into this well maintained Colonial in Waterbury's sought after Bunker Hill. Conveniently located near schools, shopping, restaurants, and major commuter routes, this charming home offers classic character with thoughtful updates throughout. The spacious updated kitchen opens to an expansive deck, creating the perfect setting for outdoor entertaining, dining, or relaxing. New floors

Jeff Boucher Drakeley Real Estate, Inc.

$230,000

Pending
- 2 Beds
- 2 Baths
- 1,432 Sq Ft
105 Heritage Village

Unit B

Southbury, CT
Great opportunity in the Village. Creative buyers and Investors take notice. Excellent location with no steps and a short walk from the garage. This end unit can be transformed into a spectacular, private place to call home. Large private deck with wooded rear and side yard. Book your showing today. Sale subject to final Probate Court approval. Additional photos coming 8/7.

Jeff Boucher Drakeley Real Estate, Inc.

$750,000

Under Contract
- 2 Beds
- 2 Baths
- 1,622 Sq Ft
20 Westland Ave

Milford, CT
Experience the best of Connecticut shoreline living at 20 Westland Ave, nestled in Milford's highly sought-after Bayview Beach community. Enjoy the rare privilege of access to one of Milford's few private beaches, where the absence of public parking means a quieter, more relaxed coastal lifestyle. Built in 1930 and tastefully expanded, this charming 2-bedroom, 2-bath home offers an open,

Jeff Boucher Drakeley Real Estate, Inc.

$750,000

Pending
- 2 Beds
- 3 Baths
- 2,076 Sq Ft
89 Brushy Hill Rd

Newtown, CT
Old Fox Run is a beautifully crafted reproduction Saltbox Colonial nestled on professionally landscaped grounds in the heart of Newtown. Framed by classic fieldstone walls, mature trees, established gardens, and inviting outdoor living spaces, this property offers privacy and timeless New England charm. The backyard is designed for relaxation and entertaining, featuring an in-ground pool

Jeff Boucher Drakeley Real Estate, Inc.

Recently Sold

$310,000

Sold Aug 26, 2026
- 2 Beds
- 1.5 Baths
- 1,564 Sq Ft
100 Decicco Rd

Waterbury, CT
- 7% Below List
- 64 Days On Market
- $198/SF
- Current Est. Value $328K
Jeff Boucher Drakeley Real Estate, Inc.

$659,500

Sold Jul 2, 2026
- 3 Beds
- 3.5 Baths
- 2,304 Sq Ft
577 Lakeside Rd

Southbury, CT
- 2% Below List
- 58 Days On Market
- $286/SF
- Current Est. Value $671K
Jeff Boucher Drakeley Real Estate, Inc.

$590,000

Sold Jun 17, 2026
- 1 Bed
- 2 Baths
- 1,564 Sq Ft
123 Cross Brook Rd

Woodbury, CT
- 1% Above List
- 73 Days On Market
- $377/SF
- Current Est. Value $578K
Jeff Boucher Drakeley Real Estate, Inc.

$310,000

Sold May 27, 2026
- 3 Beds
- 2 Baths
- 2,486 Sq Ft
136 Candee Hill Rd

Watertown, CT
- 5% Above List
- 31 Days On Market
- $125/SF
- Current Est. Value $316K
Jeff Boucher Drakeley Real Estate, Inc.

$860,000

Sold Apr 3, 2026
- 3 Beds
- 2.5 Baths
- 3,373 Sq Ft
182 Magnolia Hill Rd

Bethlehem, CT
- 4% Below List
- 19 Days On Market
- $255/SF
- Current Est. Value $842K
Jeff Boucher Drakeley Real Estate, Inc.

$410,000

Sold Feb 25, 2026
- 5 Beds
- 3 Baths
- 2,547 Sq Ft
69 Johnson St

Naugatuck, CT
- 129 Days On Market
- $161/SF
- Current Est. Value $419K
Jeff Boucher Drakeley Real Estate, Inc.

$35,000

Sold Nov 20, 2025
- Land
- 3.60 Acres Lot
0 Main St N

Unit 24119173

Woodbury, CT
- 46% Below List
- 57 Days On Market
Jeff Boucher Drakeley Real Estate, Inc.

$125,000

Sold Sep 16, 2025
- 1 Bed
- 1 Bath
- 546 Sq Ft
14 Arrowhead Way

Unit 6

Woodbury, CT
- 4% Below List
- 91 Days On Market
- $229/SF
- Current Est. Value $126K
Jeff Boucher Drakeley Real Estate, Inc.

$130,000

Sold Jul 16, 2025
- 1 Bed
- 1 Bath
- 546 Sq Ft
14 Arrowhead Way

Unit 1

Woodbury, CT
- 4% Below List
- 43 Days On Market
- $238/SF
- Current Est. Value $132K
Jeff Boucher Drakeley Real Estate, Inc.

Awards and Designations

NAR - National Association of Realtors

Other Experience

First Time Homebuyers, Investments, Veteran's Programs, Senior Communities, Luxury Homes, New Construction, Property Management, Distressed Properties, Foreclosures

Jeff Boucher

(860) 590-8533

Drakeley Real Estate, Inc.

(860) 590-8533

Nearby Homes

Jeff Boucher

About Jeff

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Jeff is Experienced In

Jeff's Listings and Deals

Jeff's Recent Active Listings

Recently Sold

Awards and Designations

Other Experience