The current owners have made many improvements and upgrades over the years. Click on this link to take a look at some of the before and after pictures of a few of them.

Every feature you could want in a country home

Imbued with today’s amenities, a fine balance has been struck between past & present. The home preserves the historic elegance of a center colonial, while delivering “new construction elements” to provide a living experience in a high quality home exceeding many of the current building standards.

Legacy aspects include original staircases, paneled fireplace w/beehive oven, wide board floors, original hardware, reconstructed 3 story barn, and carriage house as a 4 car garage. Enjoy the unique 18th-19th century character of this estate…relax in the fireplaced front to back living room, make innovative use of the oversized 3rd level multi-function space, & dine under the restored chandelier of the “MFA quality/American Wing” fire-placed dining room. 55 Flagg has a charming country kitchen with updated appliances, openly connected to both the sun drenched french door conservatory and the family-entertainment room. Watch your favorite entertainment in the fire-placed family room, or work in the adjoining cathedral ceiling down stairs office. In the morning, open the walk-thru windows onto the primary suite terrace with complete property views of the grecian pool w/hot tub, French door enclosed skylighted pavilion, and gardens. The upstairs primary suite offers a cathedral ceiling master, vintage appointed double sink, bath/stand-up glass enclosed shower and jacuzzi. It also features a front to back his and her dressing room and an adjoining drawing room. The brick section provides 3 sunny fire-placed bedrooms, a full and half bath, and a full sized laundry room with fireplace. The 3 story barn includes an insulated room which can be turned into another workshop, exercise space, storage room, or business shop. 

Structures of the house and it’s amenities

Main Brick House

Level 1-downstairs

Center Hallway

Dining Room


Butlers pantry

Conservatory/Garden Room

additional features:

8 Fireplaces

Updated oil furnaces & tanks

50 Year architectural shingles

3 full size Bed Rooms up

900 sq ft multi-function Cathedral room up

Marble Master Bathroom up

2 Appointed 1 & 1/2 Bathrooms up

Full Laundry Room up

wine cellar in granite basement

3 work rooms in granite basement

Federal Clapboard House

Level 1-downstairs

Play room

Family room


Guest bathroom

additional features:

Primary Suite occupies entire level

and includes:

Cathedral ceiling bedroom

Walk out sun terrace

Marble Master Bath w/jacuzzi

Vestibule sitting room

Front to back walk in his-hers dressing room w/built-ins

Garage, Barn, Pool, Structures

Additional Structures

60,000 sq ft private grounds

3 Car 12″ cement slab attached garage

3 Story barn with sliding pocket doors

Grecian gunite pool/hottub spa/heater

She-Shed garden room with solar roof

Pavilion with see thru sky roofing

2 Gas Outside fire pits

Outside gas grill & smoker hookups

Whole house Kohler generator

500 Gal buried Liquid Propane tank

Garden irrigation system

Weather proof outdoor lighting

additional features:

Conservatory Bluestone Garden

Pool/Sitting Bluestone Patio w/awning

4 sector Stone wall Rose Garden

Fully enclosed front Paddock

Side Paddock

Raised bed Vegetable Garden

Center Circle Drive

2nd Side driveway with access to yards

Private Back Garden sitting area

Landscaping/stone walls with complete privacy from all neighbors

Improvements/ Build Back Better

Amenities added or boosted by the current owners:
  • 200 AMP electrical sac
  • All rooms redecorated
  • Glass Conservatory
  • Wine Cellar
  • 3rd Level 900 sq ft AC/insulated room
  • All floors re-surfaced
  • 50 year architectural shingles re-roofed
  • Updated primary heating systems including stainless steel lining chimney & new oil tanks
  • Kohler whole house generator and housing
  • Grow light seedling room
  • Remodeled Master Suite with cathedral ceiling & walk out terrace
  • Remodeled and outfitted updated all bathrooms
  • Re-mortered and kiln bricked all chimneys
  • Remodeled Kitchen with all new counters & appliances
  • Lighted and configured basement work rooms
  • Added glass enclosed Gardners shed with solar roof
  • Reframed garage interior, expanded to double sliding doors, 12″ steel reinforced cement floor
  • Added Pavilion for outdoor lounging
  • Installed waterproof outdoor wiring system for electricity and lighting
  • Installed multi-zone irrigation system
  • Added 4 quadrant stone wall rose garden and enclosed raised bed garden with extended sitting area
  • Wired and lighted Barn rooms and Barn basement
  • Reframed barn substructure
  • Insulated and sheet rocked barn storage room
  • Expanded grass areas to reach out to all stone walls
  • Rebuilt and added stone walls to define property
  • Landscaped outside offering improved visibility and brightening views from home
  • Added Awning and Pool Patio
  • Added Gunite Pool and Spa, renewed gunite and tiling thru-out, updated all pool equipment
  • Established arborvitae perimeters with 7′ Green Giant deer resistant screening to ensure complete privacy and isolation of property from surrounding homes
  • Installed and improved shrubs & perennial gardens