NEW PRICE
Now:
$840,000
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18th Century Gaylord Homestead with Pool & Barn
Historic 1725 Estate Now $840,000 - Exceptional Value in New Milford
43 Gaylord Road, New Milford, CT 06755
REDUCED BY $55,000
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4
BEDS
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4/1
BATHS
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3,808
SQ FT
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1.14
ACRES
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This historic 18th-century Gaylord family homestead in New Milford, Connecticut, now offers exceptional value at its new price of $840,000. Set on picturesque grounds, this distinctive Litchfield County property features versatile living spaces including an open-concept kitchen, living room with fireplace, inviting sun room, formal dining room, and cozy snuggery that blend authentic period charm with thoughtful modern enhancements.
The upper level showcases a spacious primary bedroom with vaulted ceilings, two walk-in closets, en-suite bathroom, and private balcony overlooking the backyard oasis. Three additional bedrooms and full hall bath complete the second floor, providing generous accommodation for family and guests. The thoughtful layout includes a first-floor bedroom with adjacent full bath, perfect for main-level living convenience.
Outdoor living reaches its pinnacle with a heated in-ground swimming pool, adjacent cabana, and expansive entertainment areas perfect for gatherings of all sizes. The property’s amenities extend to a two-car attached garage and separate temperature-controlled barn offering versatile space for storage, workshop, or creative pursuits. Perfectly positioned with nearby hiking trails, minutes to Kent and New Milford’s charming village centers, and convenient Metro North access, this exceptional historic estate combines architectural significance with modern comfort at compelling new pricing.
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Property Highlights
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Exceptional Historic Estate Value
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Authentic 1725 Gaylord Family Homestead
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Heated In-Ground Pool with Cabana
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Temperature-Controlled Barn Workshop
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Primary Suite with Private Balcony
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90 Minutes to NYC via Metro North
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VIEW FULL DETAILS
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More Details
The home’s authentic 18th-century character showcases original architectural elements while incorporating modern conveniences throughout its 3,808 square feet of thoughtfully designed living space. The renovated kitchen features professional appliances including propane range, double wall oven, and wine refrigeration, while multiple living areas provide flexibility for both formal entertaining and casual family gatherings.
The premium amenities include heated in-ground swimming pool with adjacent cabana, temperature-controlled barn with heat and air conditioning for year-round use, and professional landscaping that frames this historic setting. Infrastructure features central air conditioning, modern systems, and dual garage facilities with both attached two-car and detached two-car options. Every element combines to create not just a home, but a complete lifestyle property offering authentic historic character with contemporary comfort at this exceptional new value point.
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Location & Lifestyle
Positioned in desirable New Milford within Connecticut’s coveted Litchfield County, this Gaylord homestead enjoys convenient access to both rural tranquility and sophisticated amenities. The property provides effortless access to charming Kent and New Milford village centers with their acclaimed restaurants, shops, and cultural attractions, while nearby hiking trails offer endless outdoor recreation opportunities.
The strategic New Milford location positions residents within 90 minutes of New York City via Metro North, making this an ideal retreat for those seeking historic charm with metropolitan accessibility. From world-class antiquing and cultural events to recreational activities along the Housatonic River, this location provides year-round lifestyle advantages that few properties can match. The proximity to major highways and rail service ensures connectivity while preserving the peaceful country setting that makes this corner of Litchfield County one of Connecticut’s most sought-after addresses for discerning historic property buyers.
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Agent Notes:
“Having represented historic properties throughout Litchfield County, this price adjustment creates an exceptional value opportunity for buyers seeking authentic 18th-century character. The 1725 Gaylord homestead provides irreplaceable historical significance that simply cannot be replicated, while modern updates including renovated kitchen, heated pool, and temperature-controlled barn mean buyers receive turnkey luxury without restoration projects. The Metro North accessibility makes this perfect for buyers wanting a historic country retreat with city connectivity. At this new pricing, this represents outstanding value for a property of this caliber and location. This level of authentic character with modern amenities rarely comes available at this price point.”
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Exclusively Listed By:
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Schedule Your Private Showing Today
EH#5533
CT MLS #24092928
Now Listed at: $840,000
VIEW FULL DETAILS
Main Office: (860) 435-2200
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