Main property image
Property thumbnailProperty thumbnailProperty thumbnailProperty thumbnail
Active

Single Family Residence in New Milford, CT

43 Gaylord Road, New Milford, CT, 06755

Description

Bedroom

4 Rooms

Bathroom

5 Baths

Square Foot

3808 Ft

Lot Size

1.14 Acres

This historic 18th-century Gaylord family homestead in New Milford, Connecticut, offers a perfect blend of authentic period charm and thoughtful modern enhancements. Set on picturesque grounds at 43 Gaylord Road, this distinctive Litchfield County property features versatile living spaces including an open-concept kitchen, living room, inviting Sun Room, formal dining room, and a cozy Snuggery with brick fireplace abutting the kitchen. The upper level showcases a spacious primary bedroom with vaulted ceilings, two walk-in closets, an en-suite bathroom, and a private balcony overlooking the backyard oasis. Three additional bedrooms and a full hall bath complete the second floor, providing generous accommodation for family and guests. 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 access to Metro North, this exceptional historic estate combines architectural significance, modern comfort, and an ideal location in one of Connecticut's most desirable communities.

Location
Contact Agent

New Milford Expert Agent

Msgs from HOUSEJET. Msg/data rates may apply. Msg frequency varies. Text STOP to unsubscribe. Text HELP for help.
Submitting this form signifies you agree to our Terms of Service and Privacy Policy.

Additional Listing Details:

30 days on HouseJet

Last Refresh: 12/04/2025 09:00:04 AM UTC

MLS #: 24137843

Copyright © 2025 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Agents: Is This Your Listing?

$410,000

3952 N Oleander Avenue, Chicago, IL, 60634

2 Bed
2 Bath
1475sqft

$455,000

5700 N Orange Avenue, Chicago, IL, 60631

3 Bed
2 Bath
2531sqft

$459,000

6755 N Hermitage Avenue, Chicago, IL, 60626

3 Bed
3 Bath
1200sqft

$449,900

900 N Kingsbury Street, Chicago, IL, 60610

2 Bed
2 Bath
1256sqft

$505,000

5824 N Lincoln Avenue, Chicago, IL, 60659

3 Bed
2 Bath
1800sqft

$480,000

5824 N Lincoln Avenue, Chicago, IL, 60659

3 Bed
2 Bath
1800sqft

Listing Agent

Liza Reiss

Elyse Harney Real Estate

Phone: 860-435-2200