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Deborah Lupo

Deborah Lupo
Real Estate Agent (Salesperson)
Watertown CT

Salesperson (CT: RES.0824757)

4 years experience

REALTOR® 10 Active Listings Serves Litchfield County, CT
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Contact Information

Brokerage
The Agency

Office Website
Office Address
252 Farmdale Rd
Watertown, CT  06795
(Litchfield County)
Office Phone
203-258-8918
Office Fax
Mobile
203-206-1262
Email
debb*******@***********.com
Show Email for $5
Website

About Deborah Lupo

Debbie is a lifelong resident of Connecticut, currently living in Watertown with her two children. Her journey in real estate began early, fueled by a passion for investing and home construction. With a background as a licensed residential appraiser, Debbie transitioned to a full-time real estate agent, leveraging her extensive knowledge of the industry. She holds dual licenses in Connecticut and Massachusetts, enabling her to effectively assist both buyers and sellers while fostering trust and loyalty through clear communication and expertise.

Fluent in Italian and Spanish, Debbie is dedicated to serving a diverse clientele. In her leisure time, she enjoys boating, hiking, traveling, and cherishing moments with family and friends.

Litchfield County, CT Real Estate Market Analysis (Single Family Homes)

$899,358
Avg. Listing Price
From Deborah's portfolio
3.5 / 2.7
Avg. Beds/Baths
Typical property size
2,514 sf
Avg. Square Footage
Interior living space
609
Active Listings
Current inventory

Litchfield County, Connecticut represents one of the state's most distinctive and affluent real estate markets, characterized by its blend of historic charm, rural luxury, and proximity to major metropolitan areas. This northwestern Connecticut county has become a magnet for high-net-worth individuals seeking country estates, historic properties, and recreational retreats, creating a unique market dynamic that differs significantly from Connecticut's coastal regions.

The county's real estate landscape is supported by 1,069 total actively licensed agents, with all 1,069 agents maintaining email connectivity, reflecting the market's embrace of digital communication tools essential for serving sophisticated clientele. This robust agent presence indicates strong market activity and competition, particularly given the county's relatively rural character and seasonal property fluctuations.

Major Litchfield County, Connecticut Real Estate Markets

The county's primary real estate activity centers around several key municipalities, with Litchfield, New Milford, and Washington leading in luxury home sales and historic property transactions. Kent, Cornwall, and Salisbury have emerged as particularly sought-after destinations for weekend retreats and country homes, while towns like Torrington and Winsted provide more accessible entry points for buyers seeking the county's rural lifestyle at moderate price points.

What's surprising is how the Litchfield Hills region has become a legitimate alternative to the Hamptons for New York City residents, driving a trend toward year-round residency that's reshaping local market dynamics. Towns like Sharon and Norfolk are experiencing unprecedented demand from remote workers and early retirees, creating inventory shortages that have pushed median home prices well above historical norms.

Market Dynamics and Geographic Complexity

Litchfield County's real estate market operates on multiple tiers, from multi-million-dollar estates along Lake Waramaug to modest farmhouses in rural communities like Harwinton and Barkhamsted. The market's complexity stems from its diverse property types, including working farms, historic colonials, modern luxury builds, and lakefront retreats, each requiring specialized knowledge and marketing approaches.

Seasonal fluctuations significantly impact market timing, with spring and early summer driving peak activity as buyers seek to complete transactions before winter. The county's zoning restrictions and historic preservation requirements add layers of complexity that demand experienced local representation, making agent expertise particularly valuable for navigating regulatory challenges and property-specific considerations.

Why Businesses Need Litchfield County, Connecticut Agent Contact Data

Service providers targeting Litchfield County's affluent real estate market require direct access to the county's 1,069 licensed agents to effectively reach high-value clients and luxury property transactions. Mortgage brokers, home inspectors, luxury contractors, and insurance specialists particularly benefit from agent relationships, as referrals drive significant business volume in this relationship-dependent market environment.

The complete email coverage among licensed agents enables efficient digital marketing campaigns and relationship-building initiatives essential for businesses seeking to establish presence in this competitive luxury market. Given the county's geographic spread and the high-touch nature of luxury real estate transactions, maintaining consistent communication with agents across all 26 municipalities becomes crucial for sustained business growth and market penetration.

Current Property Listings

As of 2/17/2026, Deborah Lupo has 10 properties for sale in Watertown and surrounding areas.

$250,000

Listed 2025-11-22

35 Monahan Ln
Naugatuck, CT  06770

Beds: 3.0
Baths: 2.0
Sq Ft: 1,602
Lot: 11,761 sf
Single Family Map
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$365,000

Listed 2025-12-23

20 Terese Rd
Beacon Falls, CT  06403

Beds: 2.0
Baths: 1.0
Sq Ft: 1,736
Lot: 30,056 sf
Single Family Map
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$699,000

Listed 2026-01-16

102 Rice Lane Ext
Beacon Falls, CT  06403

Beds: 4.0
Baths: 2.5
Sq Ft: 3,398
Lot: 23,087 sf
Single Family Map
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$329,900

Listed 2025-10-01

243 Echo Lake Rd Unit B8
Watertown, CT  06795

Beds: 3.0
Baths: 2.5
Sq Ft: 1,500
Townhomes Map
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$329,900

Listed 2026-01-13

243 Echo Lake Rd Unit B12
Watertown, CT  06795

Beds: 3.0
Baths: 2.5
Sq Ft: 1,500
Townhomes Map
View Full Details

$329,900

Listed 2026-01-14

243 Echo Lake Rd Unit B10
Watertown, CT  06795

Beds: 3.0
Baths: 2.5
Sq Ft: 1,500
Townhomes Map
View Full Details

$329,900

Listed 2025-11-24

243 Echo Lake Rd Unit B11
Watertown, CT  06795

Beds: 3.0
Baths: 2.5
Sq Ft: 1,500
Townhomes Map
View Full Details

$329,900

Listed 2025-12-12

243 Echo Lake Rd Unit B7
Watertown, CT  06795

Beds: 3.0
Baths: 2.5
Sq Ft: 1,500
Townhomes Map
View Full Details

$199,900

Listed 2025-11-13

243 Echo Lake Rd Unit B6
Watertown, CT  06795

Beds: 1.0
Baths: 1.0
Sq Ft: 676
Condos Map
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$329,000

Listed 2025-11-18

136 Morro St
Watertown, CT  06779

Beds: 5.0
Baths: 2.5
Sq Ft: 1,428
Lot: 23,522 sf
Single Family Map
View Full Details

Current Property Rentals

Deborah Lupo currently has no rental properties available in Watertown and surrounding areas. Check back later.