Fairfield Real Estate

Recently Sold Listings in Fairfield, CT

Welcome to your dedicated resource for viewing Sold listings in Fairfield, CT. As local Fairfield, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Fairfield, CT below, or if you are looking to sell a home in Fairfield, CT contact a local agent to discuss the possibilities.

< Back to all Homes for Sale in Fairfield, CT

Be the First to Know About New Fairfield Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Fairfield Real Estate Map Search

Search by Lifestyle
  Advanced Search   Market Reports   Home Value   Connect

All Recently Sold in Fairfield, CT

$3,015,000
6 Beds ⋅ 6 Baths ⋅ 24154688 MLS
Rare Beach Property~ Steps to Sandcastle Playground, Jennings Beach and South Benson Marina - this striking Colonial delivers a unique blend of luxurious beach living and exceptional build quality. Homes of this caliber seldom become available along the shoreline. ~ EXPANSIVE FIRST FLOOR ~ The house features a sprawling first floor Great Room and show stopping Chef's Kitchen which combine in a seamless open layout. The space is anchored by an oversized Carrara marble island, Thermador appliances and a built-in sound system. Light pours in through custom plantation shutters adding to the home's sophisticated and refined coastal aesthetic. ~ PRIVATE RETREATS ~ Upstairs, soaring ceilings and custom millwork adorn a sun-drenched Primary Suite featuring floor-to-ceiling windows and a spacious private balcony, offering a front row seat to epic sunrises and summer fireworks. Four additional bedrooms include two generous en-suites. The fully finished, expansive third level features three private nooks ideal for additional office space or cozy play areas. The third floor bedroom retreat is perfect for in-laws or an au pair and features its own panoramic balcony. ~ OUTDOOR OASIS ~ Lush plantings and mature greenery compliment an expansive bluestone patio and fully fenced yard to create a secluded backyard sanctuary. A UNIQUE OPPORTUNITY to own luxury, craftmanship and privacy at the beach.

598 S Benson Rd, Fairfield
$3,000,000
5 Beds ⋅ 8 Baths ⋅ 24175561 MLS
111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth and ease with which it lives. Over the past six years, the residence has been completely transformed by its current owner and designer, blending refined architecture with interiors that feel both elevated and deeply comfortable. At the center of the home, the vaulted family room with stone fireplace and whitewashed beams creates a true gathering space - equally suited for large celebrations or quiet evenings at home. The south-facing kitchen is filled with sunlight and custom detail, designed not simply to impress, but to be used and enjoyed every day. Rarely found, the home offers luxurious primary suite options on both the main and second levels, creating remarkable flexibility for guests, multigenerational living, or evolving needs over time. Outside, an oversized patio overlooks mature trees and complete privacy, with ample room for a future pool and sport court. Peaceful and secluded, yet just seven minutes to Metro-North, the property offers a lifestyle that feels worlds away from the city without sacrificing convenience. Grand in scale. Warm in spirit.

111 Golden Pond Ln, Fairfield
$3,000,000
4 Beds ⋅ 6 Baths ⋅ 24153510 MLS
THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY 4PM SAT 2/28 . One approaches 1380 Old Academy Road through a stone wall, where a paved drive opens to a gravel courtyard arrival framed by mature trees and open skies. Old Academy is the kind of street where homes feel settled rather than transitional, and where people arrive, put down roots, and tend to stay. Inside, the house is generous without feeling oversized. Tall ceilings, dormers, and bay windows draw natural light deep into the living spaces, allowing it to move easily throughout the day. The main living areas are grounded by multiple fireplaces, and the layout supports everyday living with ease while expanding naturally when the house is full. The finished lower level adds meaningful flexibility, with room for fitness, media, or wine storage. A cabana-style mudroom with a full bath and direct outdoor access extends the way the home lives across seasons. Upstairs, the bedrooms are designed with privacy in mind, offering thoughtful connections that work well for both family and guests. Outdoors, the property becomes a destination in its own right. A Gunite pool bordered by stone terraces, an outdoor fireplace, a putting green, and a side porch with rocking chairs create spaces meant for lingering rather than passing through. Manicured grounds, full irrigation, and a three-car garage complete the setting. Carefully maintained and continually improved, this is Greenfield Hill livi

1380 Old Academy Rd, Fairfield
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.